九州大学 研究者情報
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大嶋 孝志(おおしま たかし) データ更新日:2019.05.20

教授 /  薬学研究院 創薬科学部門 生命薬学


主な研究テーマ
分子標的抗がん剤の創薬研究
キーワード:抗がん剤
2011.03~2013.03.
アミドの脱アシル化反応の開発
キーワード:アミド交換反応、アンモニウム塩、マイクロ波
2011.03~2013.03.
ロジウム触媒によるケトン及びケトイミンの触媒的不斉アルキニル化反応
キーワード:触媒 不斉 アルキニル化 ケトン ケトイミン
2007.04~2013.03.
ルイス酸触媒による水酸基選択的直接置換反応の開発
キーワード:触媒 環境調和 水酸基 直接置換 
2008.04~2011.08.
白金触媒による水酸基の直接置換反応の開発
キーワード:触媒、環境調和、白金、π-アリル錯体、アリルアミン、原子効率
2006.04~2013.03.
亜鉛四核クラスター触媒による環境調和型アシル化反応の開発
キーワード:触媒、環境調和、エステル交換反応、金属クラスター, 原子効率、E-ファクター
2005.04~2013.03.
従事しているプロジェクト研究
A-STEP 探索タイプ
2011.12~2012.07, 代表者:大嶋孝志, 九州大学大学院薬学研究院, JST.
文部科学省創薬等支援技術基盤プラットフォーム「大型創薬研究基盤を活用した創薬オープンイノベーションの推進」
2012.04~2017.03, 代表者:長野 哲雄, 国立大学法人東京大学, 東京大学.
研究業績
主要著書
1. Ohshima Takashi, Tetranuclear Zinc Cluster-Catalyzed Transesterification, In New Horizons of Process Chemistry, Tomioka K., Shioiri T., Sajiki H. Eds.; pp. 65-87, Springer, Singapore, ISBN-13: 978-9811034206, 2017.03.
2. Ohshima, T., Comprehensive Chirality (Yamamoto, H. Carreira, E. Eds.)
Chapter 4.18 Catalytic Asymmetric 1,2-Alkynylation.
, Elsevier, 2011.04.
3. 今田泰嗣、大嶋孝志、廣瀬敬治, 化学を学ぶ学生のためのレポート&論文マスターガイド, 化学同人, 2010.01.
主要原著論文
1. Matsumoto Yohei, Taro Tsuji, Nakatake Daiki, Ryo Yazaki, Takashi Ohshima, Thionoesters as 1,2-Dipolarophiles for [4+2] Cycloaddition with Cyclobutanones, Asian J. Org. Chem. accepted., DOI: 10.1002/ajoc.201900156, 2019.04.
2. Megumi Noshita, Yuhei Shimizu, Hiroyuki Morimoto, Shuji Akai, Yoshitaka Hamashima, Noriyuki Ohneda, Hiromichi Odajima, Takashi Ohshima, Ammonium Salt-Accelerated Hydrazinolysis of Unactivated Amides: Mechanistic Investigation and Application to a Microwave Flow Process., Org. Process Res. Dev. 2019, 23 (4), 588–594, DOI: 10.1021/acs.oprd.8b00424, 2019.03.
3. Masanao Sawa, Shotaro Miyazaki, Ryohei Yonesaki, Hiroyuki Morimoto, Takashi Ohshima, Catalytic Enantioselective Decarboxylative Mannich-Type Reaction of N-Unprotected Isatin-Derived Ketimines, Org. Lett. 2018, 20, 5393–5397, DOI:10.1021/acs.orglett.8b02306, 2018.08.
4. Ryohei Yonesaki, Yuta Kondo, Walaa Akkad, Masanao Sawa, Kazuhiro Morisaki, Hiroyuki Morimoto, Takashi Ohshima, 3‐Mono‐Substituted BINOL Phosphoric Acids as Effective Organocatalysts in Direct Enantioselective Friedel‐Crafts‐Type Alkylation of N‐Unprotected α‐Ketiminoester, Chem. Eur. J. 2018, 24, 15211–15214, DOI:10.1002/chem.201804078, 2018.08.
5. Hao Luo, Kensuke Nishii, Shusei Ishikura, Anthony Swain, Naoyuki Morishige Ryo Yazaki, Takashi Ohshima, Senji Shirasawa, Toshiyuki Tsunoda, Growth suppression of human colorectal cancer cells with mutated KRAS by 3-deaza-cytarabine in 3d floating culture, Anticancer research 2018, 38, 4247–4256., DOI: 10.21873/anticanres.12721, 2018.07.
6. Tsukushi Tanaka, Kayoko Hashiguchi, Takafumi Tanaka, Ryo Yazaki, Takashi Ohshima, Chemoselective Catalytic Dehydrogenative Cross-Coupling of 2-Acylimidazoles: Mechanistic Investigations and Synthetic Scope, ACS Catal. 2018, 8, 8430–8440, DOI:10.1021/acscatal.8b02361, 2018.07.
7. Takafumi Tanaka, Tsukushi Tanaka, Taro Tsuji, Ryo Yazaki, Takashi Ohshima, Strategy for Catalytic Chemoselective Cross-Enolate Coupling Reaction via a Transient Homocoupling Dimer, Org. Lett. 2018, 20, 3541–3544., 10.1021/acs.orglett.8b01313, 2018.05.
8. Kazuhiro Morisaki, Hiroyuki Morimoto, Mashima, Kazushi, Takashi Ohshima, Development of Direct Enantioselective Alkynylation of α-Ketoester and α-Ketiminoesters Catalyzed by Phenylbis(oxazoline)Rh(III) Complexes, Journal of Synthetic Organic Chemistry, Japan, 2018, 76, 226–240, 10.5059/yukigoseikyokaishi.76.226, 2018.03.
9. Matsumoto Yohei, Nakatake Daiki, Ryo Yazaki, Takashi Ohshima, An Expeditious Route to trans-Configured Tetrahydrothiophenes Enabled by Fe(OTf)3-Catalyzed [3+2] Cycloaddition of Donor–Acceptor Cyclopropanes with Thionoesters. , Chem. Eur. J. 2018, 24, 6062–6066, 10.1002/chem.201800957, 2018.02.
10. Watanabe Kenji, Ohshima Takashi, Bioconjugation with Thiols by Benzylic Substitution, Chem. Eur. J. 2018, 24, 3959–3964, 2018.02, タンパク質などの生体由来の分子と合成分子を結びつける手法に生体共役反応があります。医 薬の分野において幅広く用いられており、抗体と薬物の複合体や生命機能を解明するための分子 を合成する上で欠かす事ができません。多くの場合、高い反応性を持つことから、タンパク質中 に含まれるチオール基が生体共役反応の反応点としてよく用いられてきました。しかし、これ までに開発されてきた反応は適用可能な水素イオン濃度指数(pH)に制限があり、pH によっては チオール基の空気酸化、チオールの付加物からのチオール基の脱離が起こるなど問題点がありま した。
今回我々は、これまで生体共役 反応の反応点として用いられてこなかったベンジリック型水酸基に着目しました。ベンジリッ ク型水酸基が適切に配置された反応剤(図)を用いる事で、チオール基の空気酸化が起こらない 弱酸性条件の下で生体共役反応を開発することに成功しました。本反応剤は、中性やアルカリ性 条件ではベンジリック位水酸基が活性化されないため、チオールやアミンと反応せず、弱酸性条件でチオールとのみ特異的に反応しました。反応によって生成したチオールの付加物は、他のチオール類が共存する条件でもチオール基の交換を起こさず、安定に存在しました。さらに、本反応が実際に様々なタンパク質のチオール基の修飾に適用可能であることを見出し、タンパク質への機能性分子の導入にも成功しました。.
11. Das Amrita, Watanabe Kenji, Morimoto Hiroyuki, Ohshima Takashi, Boronic Acid Accelerated Three-Component Reaction for the Synthesis of α-Sulfanyl-Substituted Indole-3-acetic Acids, Org. Lett. 2017, 19, 5794–5797, 2017.10.
12. Sawa Masanao, Morisaki Kazuhiro, Kondo Yuta, Morimoto Hiroyuki, Ohshima Takashi, Direct Access to N-Unprotected α- and/or α-Tetrasubstituted Amino Acid Esters via Direct Catalytic Mannich-Type Reactions Using N-Unprotected Trifluoromethyl Ketimines, Chem. Eur. J. 2017, 23, 17022–17028., 2017.09, 不斉四置換炭素を持つ非天然アミノ酸類は、天然由来のアミノ酸類とは異なる特性を有し、医薬品や生物活性物質の合成において重要な化合物の1つです。この非天然アミノ酸類の化学合成法の1つとして、ケチミンとカルボニル化合物との反応が世界中で研究されてきました。しかし、これまでの合成法では窒素原子があらかじめ保護されたケチミンを用いており、不要な保護基の着脱が必要となるため合成効率の面で改善の余地を残していました。
 今回、我々は金属触媒を用いることで、窒素原子が無保護のケチミンに対する反応が原子効率100%で円滑に進行し、不斉四置換炭素を持つ様々な窒素上無保護の非天然アミノ酸類を直接合成可能であることを実証しました。また、本反応が有機触媒を用いて不斉合成へと適用可能であることも見出し、種々の不斉四置換炭素を有する非天然アミノ酸類の立体選択的な合成も達成しました。さらに、連続した不斉四置換炭素を有する窒素上無保護の非天然アミノ酸類の立体選択的な直接合成にも世界で初めて成功しました。.
13. Morisaki Kazuhiro, Kondo Yuta, Sawa Masanao, Morimoto Hiroyuki, Ohshima Takashi, Synthesis of 1-Tetrasubstituted 2,2,2-Trifluoroethylamine Derivatives via Palladium-Catalyzed Allylation of sp3 C–H Bonds, Chem. Phar. Bull. 2017, 65, 1089–1092., 2017.11.
14. Kazuhiro Morisaki, Hiroyuki Morimoto, Takashi Ohshima, Direct access to N-unprotected tetrasubstituted propargylamines via direct catalytic alkynylation of N-unprotected trifluoromethyl ketimines, Chem. Commun. 2017, 53, 6319–6322., 2017.04, 医薬品などの原料として有用な化合物にアミン類があります。イミンに対する付加反応は、 種々のアミン類を効率的に合成することができるため、世界中で研究が行われてきました。しか し、これまで開発された反応は、反応性・選択性の制御や生成物の安定性の面から窒素原子があ らかじめ保護されたイミン (N-protected imines) を用いるのが常識でした。そのため、合成素子として有用な無保護のアミン類を得るためには不要な保護基を取り除く必要があり、合成工程数 や環境調和性の面で改善の余地を残していました。
今回我々は、 これまであまり用いられてこなかった窒素原子が保護されていないイミン (N-unprotected imines) を用いることで、保護基を不要とする新しい無保護アミン類の合成手法を確立すること に成功しました。大嶋教授・森本講師らは、窒素原子が保護されていないイミンが末端アルキン*2 の付加反応に利用可能であることを見出し、容易に入手可能な亜鉛試薬とカルボン酸を組み合わ せた新たな触媒によって、種々の無保護アミン類を直接的かつ効率的に合成することに成功しま した(下図)。また、得られた無保護アミン類が生物活性物質の誘導体へと直接変換可能であるこ とも実証しました。.
15. Seiya Taninokuchi, Ryo Yazaki, Takashi Ohshima, Chemoselective α-Oxidation of Acylpyrazoles en Route to α-Hydroxy Acid Derivatives, Org. Lett., 2017, 19 (12), pp 3187–3190, DOI: 10.1021/acs.orglett.7b01293, 2017.03.
16. Toru Deguchi, Hai-Long Xin, Hiroyuki Morimoto, Takashi Ohshima, Direct Catalytic Alcoholysis of Unactivated 8-Aminoquinoline Amides, ACS Catal. 2017, 7, 3157–3161., DOI: 10.1021/acscatal.7b00442, 2017.03, アミドはタンパク質や高分子、生理活性物質などに広くみられる重要な構造の1つです。近年は有機化合物の炭素—水素結合官能基化反応における合成中間体としても注目されていますが、活性化されていないアミド結合の切断はその安定性の高さから一般に困難であり、強酸や強塩基などの厳しい条件が必要なため、官能基共存性に改善の余地を残していました。また、近年アルコールを用いる触媒的切断手法も開発されていましたが、アミド型配向基を直接切断可能な反応は報告がありませんでした。今回我々は、アミド型配向基として数多く利用されている8-アミノキノリンアミドについてアルコールによる切断反応の検討を行った結果、入手容易で水や空気に安定なニッケル触媒が有効に機能することを見出し、対応するエステルへの変換を達成しました。本反応は、炭素—水素結合官能基化反応の生成物に対しても有効に機能し、グラムスケール合成への適用や配向基の回収も可能でした。また、既存の切断反応では実現困難な高い官能基共存性や化学選択性も実現しており、同分野で開発した鉄(III)サレン触媒を用いることでアルコールの適用基質の拡大にも成功していることから、多様な構造を有するエステルの合成への応用も期待されます。.
17. Kazuhiro Morisaki, Hiroyuki Morimoto, Kazushi Mashima, Takashi Ohshima, DIRECT ENANTIOSELECTIVE ALKYNYLATION OF α-KETOESTERS AND α-KETIMINOESTERS CATALYZED BY [BIS(OXAZOLINE)PHENYL] RHODIUM(III) COMPLEXES, Heterocycles 2017, 95, 637–661., 2017.01.
18. Renshi Li, Tomoki Takeda, Takashi Ohshima, Hideyuki Yamada, Yuji Ishii, Metabolomic profiling of brain tissues of mice chronically exposed to heroin, Drug Metab. Pharmacokinet. 2017, 32, 108–111, DOI: 10.1016/j.dmpk.2016.10.410, 2017.02.
19. Zhao Li, Masamichi Tamura, Ryo Yazaki, Takashi Ohshima, Catalytic Chemoselective Conjugate Addition of Amino Alcohols to α,β-Unsaturated Ester: Hydroxy Group over Amino Group and Conjugate Addition over Transesterification., Chem. Pharm. Bull. 2017, 65, 19–21, DOI: 10.1248/cpb.c16-00333, 2017.01.
20. Megumi Noshita, Yuhei Shimizu, Hiroyuki Morimoto, Takashi Ohshima, Diethylenetriamine-Mediated Direct Cleavage of Unactivated Carbamates and Ureas, Org. Lett. 2016, 18, 6062–6065, DOI: 10.1021/acs.orglett.6b03016, 2016.11.
21. Yumi Yamamoto, Jun Arai, Takuya Hisa, Yohei Saito, Takahiro Mukai, Takashi Ohshima, Minoru Maeda, Isomeric iodinated analogs of nimesulide: synthesis, physicochemical characterization, cyclooxygenase-2 inhibitory activity, and transport across Caco-2 cells, Bioorg. Med. Chem. 2016, 24, 3727–3733., DOI: org/10.1016/j.bmc.2016.06.015, 2016.06.
22. Daiki Nakatake, Ryo Yazaki, Takashi Ohshima, Chemoselective Transesterification of Acrylate Derivatives for Functionalized Monomer Synthesis Using a Hard Zinc Alkoxide Generation Strategy, Eur. J. Org. Chem. 2016, 10.1002/ejoc.201600737, 2016.07.
23. Zhao Li, Ryo Yazaki, Takashi Ohshima, Chemo- and Regioselective Direct Functional Group Installation through Catalytic Hydroxy Group Selective Conjugate Addition of Amino Alcohols to α,β-Unsaturated Sulfonyl Compounds, Org. Lett. 2016, 10.1021/acs.orglett.6b01464, 2016.06.
24. Rikiya Horikawa, Chika Fujimoto, Ryo Yazaki, Takashi Ohshima, μ-Oxo-Dinuclear Iron(III) Catalyzed O-Selective Acylation of Aliphatic and Aromatic Amino Alcohols and Transesterification of tert-Alcohols, Chem. Eur. J. 2016, 10.1002/chem.201602801, 2016.06, 我々は、従来の触媒では達成困難であったエステル合成を可能とする高活性鉄触媒の開発に成功しました。 エステルは医薬品などの様々な機能成分子が含まれるためその合成法の研究が盛んに行われてきました。近年ではグリーンケミストリーの観点から「触媒」を用いたエステル合成法が多く研究されています。しかし用いることのできる原料に制限があり、特に立体障害の大きなエステルの触媒的合成法の開発が強く望まれていました。今回本研究グループでは、これまで困難であった原料を用いたエステル合成を可能とする高活性鉄触媒の開発に成功しました。例えば、安価なメチルエステルから合成化学上有用なtert-ブチルエステルを合成することが可能であり、これは世界で初めての成功例です。tert-ブチルエステルはアミノ酸のペプチド合成やポリエステルなどの高分子材料の合成で非常に重要です。また私たち独自の化学選択的な反応においても、より精密な制御が要求される活性エステルを原料として用いることが可能で、様々な医薬品を原料として用いることもでき、芳香族アミノアルコールの水酸基選択的アシル化も世界初となります。.
25. Kazuhiro Morisaki, Masanao Sawa, Ryohei Yonesaki, Hiroyuki Morimoto, Kazushi Mashima, Takashi Ohshima, Mechanistic Studies and Expansion of the Substrate Scope of Direct Enantioselective Alkynylation of α-Ketiminoesters Catalyzed by Adaptable (Phebox)Rh(III) Complexes, J. Am. Chem. Soc. 2016, DOI: 10.1021/jacs.6b01590, 2016.06, 今回我々は、α位二置換非天然アミノ酸誘導体の不斉合成に有効な末端アルキンの触媒的付加反応の反応機構解析および適応範囲の拡大に成功しました。 α位二置換非天然アミノ酸は、生体内での生物学的安定性の観点などからペプチド医薬品の原料としての利用が期待されています。我々は以前の研究で、環境調和性に優れたα位二置換非天然アミノ酸合成に有効である、ロジウム触媒による末端アルキンの直接的付加反応を見出していました。本反応の詳細な反応機構解析の結果、より高活性な新規触媒を見いだし、反応性の向上・触媒量の低減化・適応範囲の拡大に成功しました。これにより、種々のα位二置換非天然アミノ酸誘導体の効率的合成が可能となりました。.
26. Daiki Nakatake, Ryo Yazaki, Yoshimasa Matsushima, Takashi Ohshima, Transesterification Reaction Catalyzed by Recyclable Heterogeneous Zinc/Imidazole Catalyst, Adv. Synth. Catal. 2016, 10.1002/adsc.201600229, 2016.06.
27. Kazushi Agura, Yukiko Hayashi, Mari Wada, Daiki Nakatake, Kazushi Mashima, Takashi Ohshima, Studies of the Electronic Effects of Zinc Cluster Catalysts and their Application to the Transesterification of β-Keto Esters, Chem. Asian J. 2016, 10.1002/asia.201600062, 2016.04.
28. Keisuke Tokumasu, Ryo Yazaki, Takashi Ohshima, Direct Catalytic Chemoselective α-Amination of Acylpyrazoles: A Concise Route to Unnatural α-Amino Acid Derivatives, J. Am. Chem. Soc., 2016, 138, 2664–2669. , 10.1021/jacs.5b11773, 2016.02.
29. Daiki Nakatake, Yuki Yokote, Yoshimasa Matsushima, Ryo Yazaki, Takashi Ohshima, A highly stable but highly reactive zinc catalyst for transesterification supported by a bis(imidazole) ligand, Green Chem., 2016, Advance Article, DOI: 10.1039/C5GC02056E , 10.1039/C5GC02056E, 2015.10.
30. Ming Zhang, Kenji Watanabe, Masafumi Tsukamoto, Ryozo Shibuya, Hiroyuki Morimoto, Takashi Ohshima, A Short Scalable Route to (−)-α-Kainic Acid Using Pt-Catalyzed Direct Allylic Amination, Chemistry - A European Journal, DOI: 10.1002/chem.201406557, Volume 21, Issue 10, pages, 3937-3941, 2015.03, An increased supply of scarce or inaccessible natural products is essential for the development of more sophisticated pharmaceutical agents and biological tools, and thus the development of atom-economical, step-economical and scalable processes to access these natural products is in high demand. Herein we report the development of a short, scalable total synthesis of (−)-α-kainic acid, a useful compound in neuropharmacology that is, however, limited in supply from natural resources. The synthesis features sequential platinum-catalyzed direct allylic aminations and thermal ene-cyclization, enabling the gram-scale synthesis of (−)-α-kainic acid in six steps and 34 % overall yield..
31. Yuhei Shimizu, Megumi Noshita, Yuri Mukai, Hiroyuki Morimoto, Takashi Ohshima, Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis (Backcover), Chem. Commun. , DOI: 10.1039/C4CC02014F , 50, 12623-12625, 2014.05.
32. Ryozo Shibuya, Lu Lin, Yasuhito Nakahara, Kazushi Mashima, Takashi Ohshima, Dual Platinum and Pyrrolidine Catalysis in the Direct Alkylation of Allylic Alcohols: Selective Synthesis of Monoallylation Products, Angew. Chem. Int. Ed., 10.1002/anie.201311200, 53, 4377–4381, 2014.04, A dual platinum- and pyrrolidine-catalyzed direct allylic alkylation of allylic alcohols with various active methylene compounds to produce products with high monoallylation selectivity was developed. The use of pyrrolidine and acetic acid was essential, not only for preventing undesirable side reactions, but also for obtaining high monoallylation selectivity.(Article first published online: 6 MAR 2014).
33. Hiroyuki Morimoto, Risa Fujiwara, Yuhei Shimizu, Kazuhiro Morisaki, Takashi Ohshima, Lanthanum(III) Triflate Catalyzed Direct Amidation of Esters, Org. Lett., 10.1021/ol500593v, 16, 2018–2021., 2014.03.
34. Shuhei Uesugi, Zhao Li, Ryo Yazaki, Takashi Ohshima, Chemoselective Catalytic Conjugate Addition of Alcohols over Amines., Angew. Chem. Int. Ed., 10.1002/anie.201309755, 53, 1611–1615., 2014.02, A highly chemoselective conjugate addition of alcohols in the presence of amines is described. The cooperative nature of the catalyst enabled chemoselective activation of alcohols over amines, allowing the conjugate addition to soft Lewis basic α,β-unsaturated nitriles. Divergent transformation of the nitrile functionality highlights the utility of the present catalysis.(Article first published online: 22 JAN 2014).
35. Kazuhiro Morisaki, Masanao Sawa, Jun-ya Nomaguchi, Hiroyuki Morimoto, Yosuke Takeuchi, Kazushi Mashima, Takashi Ohshima, Rh-Catalyzed Direct Enantioselective Alkynylation of α-Ketiminoesters, Chem. Eur. J. , 19,(26), 8417-8420, 2013.06, A green way to amino acids: α-Tetrasubstituted α-amino acid derivatives are formed in high yield and enantioselectivity by using a Rh-catalyzed enantioselective alkynylation of α-ketiminoesters. This reaction, which involves a proton transfer and can be conducted at room temperature, has high substrate scope (see scheme; Cbz=benzyloxycarbonyl, Fmoc=9-fluorenylmethyloxycarbonyl)..
36. Yukiko Hayashi,, Stefano Santoro, Yuki Azuma, Fahmi Himo, Takashi Ohshima, Kazushi Mashima, Enzyme-like Catalysis via Ternary-Complex Mechanism: Alkoxy-bridged Dinuclear Cobalt Complex Mediates Chemoselective O-Esterification over N-Amidation, J. Am. Chem. Soc., 10.1021/ja400367h, 135, 16, 6192-6199, 2013.03.
37. Takashi Ohshima, Kazushi Mashima, Platinum-Catalyzed Direct Amination of Allylic Alcohols, Journal of Synthetic Organic Chemistry, Japan , 10.1002/anie.201202354, 70, 1145-1156, 2012.07.
38. Takashi Ohshima, Junji Ipposhi, Yasuhito Nakahara, Ryozo Shibuya, Kazushi Mashima, Aluminum Triflate as a Powerful Catalyst for Direct Amination of Alcohols, Including Electron-Withdrawing Group-Substituted Benzhydrols, Adv. Synth. Catal., 10.1002/adsc.201200536, 354, 2447-2452, 2012.08.
39. Yuhei Shimizu, Hiroyuki Morimoto, Ming Zhang, Takashi Ohshima, Microwave-Assisted Deacylation of Unactivated Amides to Amines Using Ammonium Salt-Accelerated Transamidation, Angew. Chem. Int. Ed, 10.1002/anie.201202354, 51, 8564-8567, 2012.07, Deacylation of unactivated amides to give amines is a fundamental reaction in organic chemistry, but classical hydrolysis of amides generally requires harsh reaction conditions, i.e., strong acids or bases at high temperature, because amide bonds are chemically robust due to delocalization of the electrons in amides. Although a number of reports have been published to overcome the problems, these methods have limitations such as the use of moisture-sensitive reagents and substrate specificity. Therefore, there is need for developing a practical and efficient method to promote deacylation of unactivated amides to produce amines under mild conditions.

Transamidation is another method to cleave amide bonds to give amines, which could be performed under milder conditions than hydrolysis because amine is more nucleophilic than water. However, reported transamidations were mostly limited to the reactions of primary amides to give secondary or tertiary amides or an intramolecular variant with the release of ring strains, both of which could not be applied for deacylation of amines. Although Gellman and Stahl reported aluminum or zirconium amide-catalyzed intermolecular transamidations of secondary and tertiary amides, these catalytic methods suffer from producing equilibrium mixtures of starting and targeting materials as well as sensitivity to acidic functionalities. Thus, practical application of transamidation for the deacylation of unactivated amides to amines requires further development.

In this paper, we describe microwave-assisted deacylation of unactivated amides to amines using ammonium salt-accelerated transamidation. The reactions proceed under mild conditions (as low as 50°C) with simple and readily available ammonium salts and ethylenediamine as reagents without special care regarding air and moisture. This method is applicable to a variety of acylated amines and compatible with a wide range of functional groups, including unprotected carboxylic acid, phenol, and indole, as well as acid-labile MOM, MEM, and THP groups, and a base-labile TIPS group. Such acylated amines are well utilized in asymmetric hydrogenation of enamides and kinetic resolution as well as C–H activation reactions in recent years.
.
40. Takashi Ohshima, Yukiko Hayashi,, Kazushi Agura, Yuka Fujii, Asako Yoshiyama, Kazushi Mashima, Sodium methoxide: a simple but highly efficient catalyst for the direct amidation of esters, Chem. Commun., 10.1039/c2cc32153j, 48, 5434-5436, 2012.04, A simple NaOMe catalyst provides superior accessibility to a wide variety of functionalized amides including peptides through direct amination of esters in an atom-economical and environmentally benign way..
41. Das, Kalpataru; Shibuya, Ryozo; Nakahara, Yasuhito; Germain, Nicolas; Ohshima, Takashi; Mashima, Kazushi, Platinum-Catalyzed Direct Amination of Allylic Alcohols with Aqueous Ammonia for Selective Synthesis of Primary Allylamines., Angew. Chem. Int. Ed., 10.1002/anie.201106737, 51, 150-154, 2011.11, Direct amination of unactivated allylic alcohols with aqueous ammonia was catalyzed by Pt–DPEphos complex to give the corresponding allylamines along with water as a sole co-product. Under optimized conditions, primary allylamines were obtained as major products with excellent monoallylation selectivity (90:10 ~ >99:1). Aqueous conditions were essential for achieving primary allylamines in high yield..
42. Takashi Ohshima, Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III)., Chem. Commun., 10.1039/c1cc12760h, 47, 8322-8234, 2011.06, A direct catalytic substitution of various allylic and benzylic alcohols with synthetically useful, but acid-sensitive Boc, Bus, and Dios protected amine nucleophiles, which have not been well utilized for Lewis acid catalysis, with various functionalities (OTBS, OTHP, etc.) were efficiently catalyzed by 1 mol% of Au(III) under mild conditions..
43. T. Ohshima, T. Kawabata, Y. Takeuchi, T. Kakinuma, T. Iwasaki, T. Yonezawa, H. Murakami, H. Nishiyama, K. Mashima, C1-Symmetric Rh-Phebox-Catalyzed Asymmetric Alkynylation of α-Keto Ester, Angew. Chem. Int. Ed., 10.1002/anie.201100252, accepted, 2011.05, Bifunctional Acid/Base Rh Catalyst: A newly developed C1-symmetric Rh-Phebox complex efficiently catalyzed an asymmetric alkynylation of α-keto ester with various aryl and alkyl substituted terminal alkynes to provide the corresponding chiral tertiary propargylic alcohols with up to 99% ee..
44. T. Ohshima, T. Iwasaki, Y. Maegawa, A. Yoshiyama, K. Mashima, Enzyme-like Chemoselective Acylation of Alcohols in the presence of Amines Catalyzed by a Tetranuclear Zinc Cluster, J. Am. Chem. Soc., 10.1021/ja711349r, 130, 2945-2946, 130, 2944-2945 (2008), 2008.03.
45. T. Ohshima, Y. Miyamoto, J. Ipposhi, Y. Nakahara, M. Utsunomiya, K. Mashima, Platinum-Catalyzed Direct Amination of Allylic Alcohols under Mild Conditions: Ligand and Microwave Effects, Substrate Scope, and Mechanistic Study, J. Am. Chem. Soc., 10.1021/ja9046075, 131, 14317–14328, 2009.09.
主要総説, 論評, 解説, 書評, 報告書等
1. 大嶋 孝志, 銅触媒によるカルボン酸等価体のα位官能基化反応の開発, JETI、2017, Vol. 65 (4)、pp. 31-36., 2017.09.
2. Shibasaki Masakatsu; Ohshima Takashi, Two-center Chiral Phase Transfer Catalysts for Asymmetric Synthesis, Asymmetric Phase Transfer Catalysis; Maruoka, K. Ed.; WILEY-VCH, Weinheim, 2008.03.
3. Shibasaki, Masakatsu; Ohshima, Takashi, Desymmetrizing Heck Reactions, The Heck Reaction; Oestreich, M. Ed.; WILEY-VCH, Weinheim, 2009.03.
4. 大嶋孝志, クラスター触媒で酵素に挑む 多核金属クラスター触媒による環境調和型触媒反応の開発, 化学と工業、日本化学会, 2009.11.
主要学会発表等
1. 大嶋孝志, 環境調和反応の集積化を目指して(招待講演), 第6回 新学術領域「反応集積化が導く中分子戦略: 高次生物機能分子の創製」若手シンポジウム, 2019.03.
2. 大嶋孝志, トリフルオロメチル基の特性を活かした触媒反応開発:リガンドとして、基質として(招待講演), 2018 ハロゲン利用ミニシンポジウム(第11回臭素化学懇話会年会), 2018.12.
3. Takashi Ohshima, Takafumi Tanaka, Tsukushi Tanaka, Taro Tsuji, Ryo Yazaki , Catalytic Chemoselective Cross-Enolate Coupling Reaction (Poster), The 4th International Symposium on Middle Molecular Strategy (ISMMS-4), 2018.11.
4. Takashi Ohshima, Construction of Tetrasubstituted Carbon Stereocenters via Catalytic Nucleophilic Additions to N-Unprotected Ketimines (Invited Lecture), 6th Japan–UK Symposium on Asymmetric Catalysis, 2018.11.
5. Takashi Ohshima, Catalytic Chemoselective Cross-Enolate Coupling Reaction via a Transient Homo-Coupling Dimer (Invited Lecture), The 13th International Symposium on Organic Reactions (ISOR-13), 2018.11.
6. Takashi Ohshima, Catalytic Chemoselective Cross-Enolate Coupling Reaction via a Transient Homo-Coupling Dimer (Poster), Tateshina Conference on Organic Chemistry, 2018.11.
7. Takashi Ohshima, Takafumi Tanaka, Tsukushi Tanaka, Taro Tsuji, Ryo Yazaki, Catalytic Chemoselective Cross-Enolate Coupling Reaction via a Transient Homo-Coupling Dimer (Poster), The 13th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-13), 2018.11.
8. Takashi Ohshima, Catalytic Addition of Various Nucleophile to N-Unprotected Ketimines for the Synthesis of Unnatural N-Amino Acid Derivatives(Invited Lecture), The 1st Scripps Korea Society Symposium, 2018.08.
9. Takashi Ohshima, Catalytic Addition of Various Nucleophile to N-Unprotected Ketimines for the Synthesis of Unnatural N-Amino Acid Derivatives (Invited Lecture), Seoul National University Department Seminar, 2018.08.
10. Takashi Ohshima, Development of Direct Catalysis without Using Protecting or Activating Group (Invited Lecture), Asian Core Program Lectureship (Taiwan), 2018.08.
11. Takashi Ohshima, Development of Direct Catalysis without Using Protecting or Activating Group (Invited Lecture), Asian Core Program Lectureship (Taiwan), 2018.08.
12. Takashi Ohshima, Development of Direct Catalysis without Using Protecting or Activating Group (Invited Lecture), Asian Core Program Lectureship (Taiwan), 2018.08.
13. Takashi Ohshima, Development of Direct Catalysis without Using Protecting or Activating Group (Invited Lecture), Heidelberg University Department Seminar, 2018.07.
14. Takashi Ohshima, Das Amrita, Takumi Kimijima, Kenji Watanabe, Development of Mild and Selective Oxidative Heck Reaction to Derivatize Complex Molecules and Reactivity Study of Heteroarenes(Poster), 28th International Conference on Organometallic Chemistry (ICOMC-2018), 2018.07.
15. 大嶋孝志, 無保護ケチミンへの直接的触媒的求核付加反応の開発(ポスター発表), 新学術領域研究 「反応集積化が導く中分子戦略:高次生物機能分子の創製」第6回成果報告会, 2018.06.
16. 大嶋孝志, Catalytic α-Amination of Acylpyrazoles and Catalytic Addition of Various Nucleophile to N-Unprotected α-Ketiminnoesters for the Synthesis of Unnatural α-Amino Acid Derivatives(招待講演), 名古屋大学Organic Seminar, 2018.05.
17. 大嶋孝志, 保護基・活性化基に頼らない直接触媒反応(招待講演), 万有札幌シンポジウム(札幌), 2018.07.
18. Takashi Ohshima, Direct Catalytic Asymmetric Addition of Various Nucleophiles to N-Unprotected Ketimines (Award Lecture), International Congress on Pure & Applied Chemistry (ICPAC) 2018, 2018.03.
19. Takashi Ohshima, Direct Catalytic Asymmetric Addition of Various Nucleophiles to N-Unprotected Ketimines (Invited Lecture), IRCCS-JST CREST Joint Symposium (IMCE), 2018.01.
20. Takashi Ohshima, Catalytic α-Amination of Acylpyrazoles and Catalytic Addition of Various Nucleophile to N-Unprotected α-Ketimins for the Synthesis of Unnatural α-Amino Acid Derivatives (Invited Lecture), Asian Core Program Lectureship (Singapore), 2018.01.
21. Takashi Ohshima, Catalytic α-Amination of Acylpyrazoles and Catalytic Addition of Various Nucleophile to N-Unprotected α-Ketimins for the Synthesis of Unnatural α-Amino Acid Derivatives (Invited Lecture), Asian Core Program Lectureship (Singapore), 2018.01.
22. Takashi Ohshima, Direct Catalytic Asymmetric Addition to N-Unprotected Ketimines (Poster Presentation), The Eleventh International Symposium on Integrated Synthesis (ISONIS-11), 2017.11.
23. Takashi Ohshima, μ-Oxo-Dinuclear Iron(III) Catalyzed O-Selective Acylation of Aliphatic and Aromatic Amino Alcohols and Transesterification of tert-Alcohols(Poster Presentation), The 12th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-12)/The 3rde Advanced Research Network on Cutting-Edge Organic Chemistry in Asia (ARNCEOCA-3), 2017.11.
24. Takashi Ohshima, New Zinc and Iron Catalysts for Transesterification (Oral Presentation), World Chemistry Conference & Exhibition, 2017.09.
25. Takashi Ohshima, Direct Catalytic Asymmetric Addition of Various Nucleophiles to N-Unprotected Ketimines (Oral Presentation), The 19th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS19), 2017.06.
26. Takashi Ohshima, Direct Catalytic Asymmetric Addition to N-Unprotected Ketimines (Plenary Lecture), International Symposium on Pure & Applied Chemistry (ISPAC) 2017, 2017.06.
27. Takashi Ohshima, Direct Catalytic Asymmetric Addition of Various Nucleophiles to N-Unprotected Ketimines(Oral Presentation), International Symposium on Green Chemistry 2017 (ISGC-2017), 2017.05.
28. 大嶋 孝志, 触媒機能を研ぐ反応機構解析, 第二回魚住触媒研究会, 2016.12.
29. Takashi Ohshima, Ryo Yazaki, Keisuke Tokumasu, Direct Catalytic Chemoselective α-Amination of Acylpyrazoles: A Concise Route to Unnatural α-Amino Acid Derivatives, International Symposium on Catalysis and Fine Chemicals (C&FC2016), 2016.11.
30. Takashi Ohshima, Kazuhiro Morisaki, Hiroyuki Morimoto, Zn-Catalyzed Direct Alkynylation of N-Unprotected Trifluoromethyl Ketimine, The 11th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-11) & The 2nd Advanced Research Network on Cutting-Edge Organic Chemistry in Asia (ARNCEOCA-2), 2016.10.
31. Takashi Ohshima, Catalytic Chemoselective Conjugate Addition of Alcohol over Amine, The 2nd HU-TMU-KU Joint Symposium for Pharmaceutical Sciences, 2016.09.
32. Takashi Ohshima, Rhodium-Catalyzed Direct Enantioselective Alkynylation of Ketimines: Mechanistic Studies and Expansion of Substrate Generality, The 3rd International Conference on Organometallics and Catalysis 2016 (OM&Cat-2016), 2016.08.
33. Takashi Ohshima, Direct Catalytic Chemoselective α-Amination of Acylpyrazoles:A Concise Route to Unnatural α-Amino Acid Derivatives, International Symposium on Pure & Applied Chemistry (ISPAC2016), 2016.08.
34. Takashi Ohshima, Ryo Yazaki, Keisuke Tokumasu, Direct Catalytic Chemoselective α-Amination of Acylpyrazoles, The 27th International Conference on Organometallic Chemistry (ICOMC 2016), 2016.07.
35. Takashi Ohshima, Dinuclear Iron(III) Catalyzed O-Selective Acylation of Aliphatic and Aromatic Amino Alcohols and Transesterification of tert-Alcohols, The International Symposium on Homogeneous Catalysis (ISHC) 2016, 2016.07.
36. Takashi Ohshima, New Zinc and Iron Catalysts for Transesterification, The 2nd International Symposium on Middle Molecular Strategy (ISMMS-2), 2016.07.
37. Takashi Ohshima, Rikiya Horikawa, Chika Fujimoto, Ryo Yazaki, μ-Oxo-Dinuclear Iron(III) Catalyzed O-Selective Acylation of Aliphatic and Aromatic Amino Alcohols and Transesterification of tert-Alcohols, French-Japanese Society of Medicinal and Fine Chemistry (FJS2016), 2016.05.
38. Takashi Ohshima, Ryo Yazaki, Keisuke Tokumasu, Direct Catalytic Chemoselective α-Amination of Acylpyrazoles:A Concise Route to Unnatural α-Amino Acid Derivatives
, The 12th International Symposium on Organic Reactions and The 6th German-Japanese Symposium on Electrosynthesis (ISOR-12 and GJSE-6), 2016.04.
39. Takashi Ohshima, Zn-Catalyzed Direct Alkynylation of N-Unprotected Trifluoromethyl Ketimines, The11th International Conference on Cutting-edge Organic Chemistry in Asia (ICCEOCA-11), 2016.10.
40. 大嶋 孝志, 官能基の活性化および保護化フリーのプロセスを可能とする直接的触媒反応の開発, 第75回白鷺セミナー, 2015.12.
41. Takashi Ohshima, Kazuhiro Morisaki, Masanao Sawa, Ryohei Yonesaki, Hiroyuki Morimoto, Rhodium-Catalyzed Direct Enantioselective Alkynylation of Ketimines: Mechanistic Studies and Expansion of Substrate Generality, The 2015 International Chemical Congress of Pacific Basin Societies (Pacifichem), 2015.12.
42. Takashi Ohshima, Rikiya Horikawa, Chika Fujimoto, Ryo Yazaki, Dinuclear iron complex-catalyzed transesterification: Synthesis of tert-butyl esters and unprecedented chemoselectivity, The 2015 International Chemical Congress of Pacific Basin Societies (Pacifichem), 2015.12.
43. 大嶋 孝志, 官能基の活性化および保護化フリーのプロセスを可能とする直接的触媒反応の開発, 第30回農薬デザイン研究会 〜環境調和を志向した農薬デザイン〜, 2015.11.
44. Takashi Ohshima, Direct Catalytic Chemoselective Amination: A Concise Route to α-Amino Acid Derivatives, The 10th International Conference on Cutting-edge Organic Chemistry in Asia (ICCEOCA-10), 2015.11.
45. 大嶋 孝志, 九州大学の取り組み(合成部門), 第9回創薬等支援技術基盤PF 制御拠点協議会, 2015.09.
46. Takashi Ohshima, Catalytic Chemoselective Conjugate Addition of Alcohol over Amine, The 18th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS 18), 2015.06.
47. Takashi Ohshima, Kazuhiro Morisaki, Masanao Sawa, Ryohei Yonesaki, Hiroyuki Morimoto, Rhodium-Catalyzed Direct Enantioselective Alkynylation of Ketimines: Mechanistic Studies and Expansion of Substrate Generality, The 7th Spanish-Portuguese- Japanese Organic Chemistry Symposium (7th SPJ-OCS), 2015.06.
48. Takashi Ohshima, Direct Catalytic Chemoselective Amination: A Concise Route to α-Amino Acid Derivatives, The 10th International Conference on Cutting-edge Organic Chemistry in Asia (ICCEOCA-10), 2015.11.
49. 大嶋孝志, 環境調和型触媒反応の開発〜カルボン酸誘導体の変換反応を中心に〜, 第3回「環境調和を志向した新たな有機合成手法研究会」, 2015.01.
50. 大嶋孝志, 環境調和型触媒反応の集積化とフローシステムの活用, 第1回富士フローケミストリーフォーラム, 2015.01.
51. Takashi Ohshima, Development of Rhodium-Catalyzed Direct Enantioselective Alkynylation of α-Ketiminoesters, 8th Singapore International Chemical Conference (SICC8), 2014.12.
52. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Green Processes, Nanyang Technological University Department Seminar, 2014.12.
53. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, Asian Core Program Lectureship (Korea), 2014.10.
54. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, Asian Core Program Lectureship (Korea), 2014.10.
55. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, Asian Core Program Lectureship (Korea), 2014.09.
56. 大嶋孝志, 化学選択性の触媒制御法の開発~環境調和型合成プロセスの開発を目指して~, 学習院大学理学部化学科 講演会, 2014.08.
57. 大嶋孝志, 化学選択性の触媒制御法の開発~環境調和型合成プロセスの開発を目指して~, 大阪大学大学院工学研究科 講演会, 2014.06.
58. Takashi Ohshima, Platinum-Catalyzed Direct Substitution of Allylic Alcohols with Nitrogen and Carbon Nucleophiles and Its Application to Short Total Synthesis of (–)-α-Kainic Acid, IGER International Symposium on Chemical Science in Asia, 2014.05.
59. Takashi Ohshima, Platinum-Catalyzed Direct Substitution of Allylic Alcohols with Nitrogen Nucleophiles and its Application to Short Total Synthesis of (-)-α-Kainic Acid, Vietnam Malaysia International Chemical Congress (VMICC), 2014.11.
60. Takashi Ohshima, Catalytic Chemoselective Conjugate Addition of Alcohols over Amines, Malaysian International Chemical Congress (18MICC) , 2014.11.
61. Takashi Ohshima, Catalytic Chemoselective Conjugate Addition of Alcohols over Amines, 2014 Pusan-Kyushu International Joint Semina, 2014.08.
62. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, Dr. Harisingh Gour University, 2014.01.
63. 大嶋 孝志, 温和な条件下での安定的なアミド結合切断反応の開発, 新学術領域研究「集積反応化学」公開シンポジウム, 2014.01.
64. Takashi Ohshima, Ryo Yazaki, Shuhei Uesugi, Li Zhao, Catalytic Chemoselectivity Conjugate Addition of Alcohol over Amine, The 8th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-8)/The 4th New Phase International Conference on Cutting-Edge Organic Chemistry in Asia (NICCEOCA-4), 2013.11.
65. 大嶋 孝志, 劉 北, 龐 妮莎, 森本 浩之, 岩崎 優香, 大平 誠, 田中 智佳, 黒木 康貴, 北村 龍彦, 松尾 直樹, 吉田 和真, 杉本 のぞみ, 藤田 雅俊, 細胞周期M期停止作用を持つ新規抗がん剤の開発, 第31回メディシナルケミストリーシンポジウム, 2013.11.
66. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, 第23回 光学活性化合物シンポジウム, 2013.11.
67. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, Lecture at Hangzhou Normal University, 2013.10.
68. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, Lecture at Fudan University, 2013.10.
69. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, Lecture at Shanghai Institute of Materia Medica, 2013.10.
70. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, Lecture at East China Normal University, 2013.10.
71. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, Lecture at Shanghai Institute of Organic Chemistry, 2013.10.
72. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, Lecture at University of Science and Technology of China, 2013.10.
73. Takashi Ohshima, Catalyst Control of Chemoselectivity for the Development of New Direct Catalyses, Lecture at Nanjing University, 2013.10.
74. Takashi Ohshima, Kazuhiro Morisaki, Masanao Sawa, Jun-ya Nomaguchi, Hiroyuki Morimoto, Yosuke Takeuchi, Kazushi Mashima, Rh-Catalyzed Direct Enantioselective Alkylation of α-Ketoiminoesters, OMCOS17, 2013.07.
75. 大嶋 孝志, 化学選択的アシル化反応の開発とその機構解明, 創薬研究センター講演会, 2013.06.
76. Takashi Ohshima, Kazuhiro Morisaki, Masanao Sawa, Jun-ya Nomaguchi, Hiroyuki Morimoto, Yosuke Takeuchi, Kazushi Mashima, Rh-Catalysed Direct Enantioselective Alkynylation of α-Ketiminoesters, Thieme Nagoya Symposium, 2013.05.
77. Takashi Ohshima, Development of Direct Transformations, Twenty-third French-Japanese Symposium on Medicinal and Fine Chemistry (FJS-2013), 2013.05.
78. 大嶋 孝志, 新規環境調和型反応の開発~アリルアルコールの直接アミノ化反応からアミド結合の切断反応まで~, 日本薬学会第133年会, 2013.03.
79. Takashi Ohshima, Yuhei Shimizu, Hiroyuki Morimoto, Ming Zhang, Deacylation of Unactivated Amides to Amines Using Ammonium Salt-Accelerated Transamidation, The 7th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-7)/The 3rd New Phase International Conference on Cutting-Edge Organic Chemistry in Asia (NICCEOCA-3), 2012.12.
80. 大嶋 孝志, 新規環境調和型反応の開発~アリルアルコールの直接アミノ化反応からアミド結合の切断反応まで~, 第2回大塚 有機合成シンポジウムプログラム, 2012.10.
81. Takashi Ohshima, Kazushiro Morisaki, Jun-ya Nomaguchi, Hiroyuki Morimoto, Takahito Kawabata, Yosuke Takeuchi, Kazushi Mashima, Rh-Phebox-Catalyzed Asymmetric Alkynylation of α-Ketoesters and α-Ketoiminoesters, 13th Beligian Organic Synthesis Symposium BOSS 2012, 2012.07.
82. 大嶋 孝志, C1およびC2対称キラルRh-Phebox錯体を用いた ケトンおよびケトイミンの触媒的不斉アルキニル化反応, 平成23年度有機合成化学講演会「合成有機化学のフロンティア」, 2012.05.
83. Takashi Ohshima, C1-Symmetric Rh-Phebox-Catalyzed Asymmetric Alkynylation of α-Keto Ester, The 1st Junior International Conference on Cutting-Edge Organic Chemistry in Asia (1st JACP), 2011.12.
84. 中原靖人1・ゲハマニコラ1・フレンケルナタリヤ1・宮本佳季1・○大嶋孝志2・真島和志1 (1大阪大学大学院基礎工学研究科、2九州大学大学院薬学研究院), 白金触媒による分子内直接アミノ化反応を利用した含窒素芳香環化合物の合成研究, 第37回反応と合成の進歩シンポジウム, 2011.11.
85. ○大嶋孝志1・森本浩之1・川端崇仁2・竹内洋介2・真島和志2・西山久雄3 (1九州大学大学院薬学研究院、2大阪大学大学院基礎工学研究科、3名古屋大学大学院工学研究科), C1およびC2対称キラルRh-Phebox錯体を用いたケトンの触媒的不斉アルキニル化反応, 第37回反応と合成の進歩シンポジウム, 2011.11.
86. Takashi Ohshima, Development of New Direct Catalytic Reactions Using Tetranuclear Zinc Clusters, 14th Asian Chemical Congress (14 ACC), 2011.09.
87. Takashi Ohshima, Development of New Direct Catalytic Reactions Using Tetranuclear Zinc Clusters, The International Chemical Congress of Pacific Basin Societies, 2010.12.
88. Takashi Ohshima, Development of New Direct Catalytic Reactions Using Tetranuclear Zinc Clusters, TAKASAGO SYMPOSIUM 2010 “New Paradigm Led by Catalysts”, 2010.12.
89. 大嶋孝志, 触媒制御による不活性官能基の選択的活性化~環境調和型触媒反応の開発を目指して~, 平成22年度後期(秋季)有機合成講習会, 2010.11.
90. 大嶋孝志, 協奏機能型触媒を活用した新規環境調和型触媒反応の開発, 理研シンポジウム 第5回 有機合成化学のフロンティア, 2010.07, [URL].
特許出願・取得
特許出願件数  9件
特許登録件数  1件
学会活動
所属学会名
先端錯体工学研究会
九州錯体懇談会
近畿化学協会
日本化学会
日本プロセス化学会
American Chemical Society
有機合成化学協会
日本薬学会
学協会役員等への就任
2017.04~2018.03, JACI_STGA, 選考委員.
2017.04~2019.03, 日本化学会, 環境・安全化学・グリーンケミストリー・サステイナブルテクノロジーディビジョン副主査.
2012.04~2019.03, 近畿化学協会, 有機金属部会幹事.
2018.04~2020.03, 有機合成化学協会, 理事.
2018.04~2020.03, 有機合成化学協会, 九州山口支部 支部長.
2016.04~2018.03, 有機合成化学協会, 九州山口支部 副支部長.
2014.04~2017.03, アステラス病態代謝研究会, 学術委員.
2015.04~2016.03, 有機合成化学協会 , 九州山口支部 会計幹事.
2013.05~2015.04, 有機合成化学協会, 代議員候補者推薦委員.
2013.04~2015.03, 有機合成化学協会, 協会賞および奨励賞受賞候補者推薦委員.
2013.04~2015.03, 有機合成化学協会, 九州山口支部幹事.
2013.04~2015.03, 有機合成化学協会, 九州山口支部幹事.
2013.02~2015.01, 日本薬学会, 代議員.
2012.04~2014.03, アステラス病態代謝研究会, 学術委員.
2012.04~2014.03, 日本薬学会, 医薬科学部会九州支部運営委員会委員.
2012.04~2014.03, 日本薬学会, 幹事.
2012.04~2014.03, 近畿化学協会, 幹事.
2012.04~2014.03, 日本薬学会, CPB編集委員.
学会大会・会議・シンポジウム等における役割
2017.06.03~2017.06.03, 第27回万有福岡シンポジウム, Organizer.
2015.05.15~2015.05.15, 有機合成化学講演会, 座長(Chairmanship).
2014.10.10~2014.10.10, 第24回光学活性化合物シンポジウム, 座長(Chairmanship).
2014.06.07~2014.06.07, 第24回万有福岡シンポジウム, 座長(Chairmanship).
2013.06.01~2013.06.01, 第23回万有福岡シンポジウム, 座長(Chairmanship).
2013.10.17~2013.10.19, 第43回複素環化学討論会, 座長(Chairmanship).
2012.06.06~2012.06.07, 第101回有機合成シンポジウム, 座長(Chairmanship).
2012.10.15~2012.10.16, 第2回大塚 有機合成シンポジウム, 座長(Chairmanship).
2012.07.06~2012.07.07, 創薬懇話会2012 九重, 座長(Chairmanship).
2012.11.17~2012.11.17, 第3回スクリプス合同バイオメディカルフォーラム, 座長(Chairmanship).
2013.03.22~2013.03.25, 日本化学会第93春季年会, 座長(Chairmanship).
2013.03.27~2013.03.30, 日本薬学会第 133 年会, 座長(Chairmanship).
2012.03.29~2012.03.31, 日本薬学会第132年会, 座長(Chairmanship).
2011.10.20~2011.10.22, 第41回複素環化学討論会, 座長(Chairmanship).
2011.05.21~2011.05.21, 第21回 万有福岡シンポジウム, 座長(Chairmanship).
2010.10.29~2010.10.29, 第20回光学活性化合物シンポジウム, 座長(Chairmanship).
2017.08.01~2019.03.31, IKCOK-14, 組織委員.
2017.06.03~2017.06.03, 第27回万有福岡シンポジウム, 組織委員(Organizer).
2016.10.24~2016.10.26, The 6th Junior International Conference on Cutting-edge Organic Chemistry in Asia(6th Junior ICCEOCA) , 組織委員(VICE- CHAIRPERSON).
2014.09.23~2014.09.26, 第 61 回有機金属化学討論会, 組織委員.
2014.09.07~2014.09.12, The 17th International Symposium on Small Particles and Inorganic Clusters (ISSPIC17), 組織委員.
2014.07.13~2014.07.18, ICOMC2014, 組織委員.
2015.05.16~2015.05.16, 第25回万有福岡シンポジウム, 組織委員.
2014.06.07~2014.06.07, 第24回万有福岡シンポジウム, 組織委員.
2013.10.05~2013.10.06, 第38回反応と合成の進歩シンポジウム, 実行委員.
2013.07.14~2013.07.19, 第20回オレフィンメタセシス反応および関連化学国際会議, 組織委員.
2013.06.01~2013.06.01, 第23回万有福岡シンポジウム, Co-organaizer.
2012.05.19~2012.05.19, 第22回万有福岡シンポジウム, 組織委員.
2011.05.21~2011.05.21, 第21回万有福岡シンポジウム, Co-organizer.
2008.07.07~2008.07.09, 第41回有機金属若手の会 夏の学校, 代表幹事.
学会誌・雑誌・著書の編集への参加状況
2011.11~2013.10, Molecules, 国際, Guest Editor.
2013.02~2015.01, the Journal of Natural Products Against Cancer, 国際, the Editorial Advisory Board.
2012.04~2015.03, 日本薬学会CPB, 国際, 編集委員.
2003.04~2005.03, ファルマシア, 国内, トピックス小委員.
学術論文等の審査
年度 外国語雑誌査読論文数 日本語雑誌査読論文数 国際会議録査読論文数 国内会議録査読論文数 合計
2013年度 45  46 
2012年度 35  36 
2011年度 30        30 
2010年度 25      28 
2009年度 30      31 
その他の研究活動
海外渡航状況, 海外での教育研究歴
Khon Kaen University, Naresuan University (Dec.24-25), Thailand, 2018.12~2018.12.
The 13th International Symposium on Organic Reaction (ISOR-13) (Nov.21-24), Taiwan, 2018.11~2018.11.
the 13th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-13) (1st-4th Nov.), Thailand, 2018.11~2018.11.
the 1st Scripps Korea Society Symposium, Seoul National University (Aug.16-17), Korea, 2018.08~2018.08.
National Taiwan Normal University for ACP lectureship award 2018 (July31-Aug.3), Taiwan, 2018.07~2018.08.
Heidelberg University (July11-12), Germany, 2018.07~2018.07.
28th International Conference on Organometallic Chemistry (ICOMC-2018) (Florence, July15-20), Italy, 2018.07~2018.07.
International Congress on Pure & Applied Chemistry (ICPAC) 2018, Siem Reap (March 7-10), Cambodia, 2018.03~2018.03.
Nanyang Technological University, National University of Singapore, Singapore, 2018.01~2018.01.
ICCEOCA-12, Shaanxi Nonnal Universty (Xi'an, Nov.2-5), China, 2017.11~2017.11.
World Chemistry Conference and Exhibition, Holiday Inn Rome (Sep. 4-6), Italy, 2017.09~2017.09.
OMCOS19, International Convention Center JEJU (June 25-29), Korea, 2017.06~2017.06.
ISPAC 2017, Hotel Continental Saigon (June 6-10), Vietnam, 2017.06~2017.06.
ISGC-2017, Espace Encan. Quai Louis Prunier, La Rochelle (May 16-19), France, 2017.05~2017.05.
Nanyang Technological University, National University of Singapore, Singapore, 2016.12~2016.12.
Howard Civil Service International House (Taipei, Nov.10-14, 2016), Taiwan, 2016.11~2016.11.
Taipei Medical University (Sep.5, 2016), Taiwan, 2016.09~2016.09.
Nanyang Technological University, National University of Singapore, Singapore, 2016.12~2016.12.
KAIST, Daejeon (Oct.27-31, 2016), Korea, 2016.10~2016.10.
Hoam Convention Center (Seoul National University) (Aug.28-30, 2016), Korea, 2016.08~2016.08.
Borneo Convention Centre Kuching (Aug.15-20, 2016), Malaysia, 2016.08~2016.08.
Melbourne Convention and Exhibition Centre (July 17-22, 2016), Australia, 2016.07~2016.07.
Dr. Harisingh Gour University (Jan.20-Feb.1, 2016), India, 2016.01~2016.02.
Hawaii Convention Center (Dec.15-20, 2015), UnitedStatesofAmerica, 2015.12~2015.12.
SKY TOWER HOTEL in Kaohsiung (Nov.2-5, 2015), Taiwan, 2015.11~2015.11.
University of Seville, Faculty of Chemistry, Seville (June 23-26, 2015), Hotel Meliá Sitges, Barcelona (June 28-July 2, 2015), Spain, 2015.06~2015.07.
University of Leeds (7th-23th March 2015), UnitedKingdom, 2015.03~2015.03.
Nanyang Technological University, National University of Singapore, Singapore, 2014.12~2014.12.
ICCEOCA-9 and NICCEOCA-5, Eastin Hotel Petaling Jaya, Malaysia, 2014.12~2014.12.
VMICC2014, Hanoi Daewoo Hotel, Vietnam, 2014.11~2014.11.
18MICC2014, Putra World Trade Centre, Malaysia, 2014.11~2014.11.
Hankuk University, Korea Advanced Institute of Science and Technology, Seoul National University, Korea, 2014.09~2014.10.
Pusan National University, Korea, 2014.08~2014.08.
Dr. Harisingh Gour University, Hotel Ramada Plaza Palm Grove, India, 2014.01~2014.02.
Nanjing University, University of Science and Technology of China, Shanghai Institute of Organic Chemistry,East China Normal University, Fudan University, Hangzhou Normal University, China, 2013.10~2013.10.
OMCOS17, The Lincoln Center (Fort Collins, Colorado), UnitedStatesofAmerica, 2013.07~2013.08.
ICCEOCA-7 / NICCEOCA-3, Nanyang Technological University, Singapore, 2012.12~2012.12.
University of Leuven, Belgium, 2012.07~2012.07.
Ecole Nationale Supérieure de Chimie de Paris, France, 2007.06~2007.07.
米国スクリプス研究所, UnitedStatesofAmerica, 1997.05~1999.03.
外国人研究者等の受入れ状況
2019.03~2019.03, 2週間未満, Françoise COLOBERT:University of Strasbourg, France.
2019.01~2019.01, 2週間未満, F. R. SARABIA GARCÍA:University of Málaga, Spain.
2019.01~2019.01, 2週間未満, Ming-Jung Wu:台湾 国立中山大学, Taiwan.
2018.06~2018.07, 1ヶ月以上, Kim Sanghee: Seoul National University, Korea, 学内資金.
2018.03~2018.03, 2週間未満, Tamio Hayashi: Nanyang Technological University, Singapore, 学内資金.
2018.03~2018.03, 2週間未満, Naohiko Yoshikai: Nanyang Technological University, Singapore, 学内資金.
2018.03~2018.03, 2週間未満, Jianrong (Steve) Zhou: Nanyang Technological University, Singapore, 学内資金.
2018.03~2018.03, 2週間未満, Atsushi Goto: Nanyang Technological University, Singapore, 学内資金.
2018.03~2018.03, 2週間未満, Han Sen Soo: Nanyang Technological University, Singapore, 学内資金.
2018.03~2018.03, 2週間未満, Choon-Hong Tan: Nanyang Technological University, Singapore, 学内資金.
2018.03~2018.03, 2週間未満, Shunsuke Chiba: Nanyang Technological University, Singapore, 学内資金.
2017.07~2017.07, 2週間未満, Nicolas Winssinger: University of Geneva, Switzerland.
2017.06~2017.08, 1ヶ月以上, Sung, Hui-Ling: National Taiwan Normal University, Taiwan, 学内資金.
2017.07~2017.07, 2週間未満, Jianrong (Steve) Zhou: Nanyang Technological University, Singapore, 学内資金.
2017.07~2017.07, 2週間未満, Han Sen SOO: Nanyang Technological University, Singapore, 学内資金.
2017.06~2017.06, 2週間未満, Tarun Kanti Panda: Department of Chemistry Indian Institute of Technology Hyderabad, India.
2013.01~2013.01, 2週間未満, Ming-Hua Xu: Shanghai Institute of Materia Medica Chinese Academy of Sciences, China, 学内資金.
受賞
平成30年度有機合成化学協会企業冠賞(日産化学・有機合成新反応/手法賞), 有機合成化学協会, 2018.12.
Asian Core Program/Advanced Research Network Lectureship Award (China), The 13th International Conference on Cutting-Edge Organic Chemistry in Asia(ICCEOCA-13), 2018.11.
Asian Core Program/Advanced Research Network Lectureship Award (Singapore), 大嶋孝志教授がThe 12th International Conference on Cutting-Edge Organic Chemistry in Asia(ICCEOCA-12)/The 3rde Advanced Research Network on Cutting-Edge Organic Chemistry in Asia (ARNCEOCA-3), 2017.11.
International Symposium on Pure & Applied Chemistry (ISPAC) 2017 Lecture Award, The International Symposium on Pure & Applied Chemistry (ISPAC) 2017 (June.6-10, 2017, Ho Chi Minh City, Vietnam), 2017.06.
講演賞, ISPAC2017, 2017.06.
Asian Core Program/Advanced Research Network Lectureship Award, 大嶋孝志教授がThe 11th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-11)/The 2nd Advanced Research Network on Cutting-Edge Organic Chemistry in Asia (ARNCEOCA-2) (Oct. 28-31, Korea), 2016.10.
Asian Core Program/Advanced Research Network Lectureship Award, The 10th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-10)/The 1st Advanced Research Network on Cutting-Edge Organic Chemistry in Asia (ARNCEOCA-1) (Kaohsiung, Taiwan), 2015.11.
日本プロセス化学会 優秀賞, 日本プロセス化学会, 2014.12.
平成26年度学術振興賞受賞, 日本薬学会, 2013.11.
The Asian Core Program Lectureship Award, The 8th International Conference on Cutting-Edge Organic Chemistry in Asia /The 4th New Phase International Conference on Cutting-Edge Organic Chemistry in Asia, 2013.11.
The Asian Core Program Lectureship Award, The 7th International Conference on Cutting-Edge Organic Chemistry in Asia /The 3rd New Phase International Conference on Cutting-Edge Organic Chemistry in Asia, 2012.12.
グリーン・サステイナブル ケミストリー賞 文部科学大臣賞, グリーン・サステイナブル ケミストリー ネットワーク, 2010.03.
JSPC Award for Excellence 2008, 日本プロセス化学会, 2008.12.
日本薬学会奨励賞, 日本薬学会, 2004.03.
有機合成化学協会 藤沢薬品工業研究企画賞, 有機合成化学協会, 2000.02.
研究資金
科学研究費補助金の採択状況(文部科学省、日本学術振興会)
2017年度~2019年度, 基盤研究(B), 代表, 無保護ケチミンを用いる不正四置換炭素含有第一級アミンの直接的触媒的合成法の開発.
2012年度~2013年度, 新学術領域研究, 代表, 環境調和型触媒反応の集積化とフローシステムの活用.
2012年度~2014年度, 基盤研究(B), 代表, 化学選択性の精密制御を可能とする触媒開発と環境調和型合成プロセスへの応用.
2009年度~2011年度, 基盤研究(B), 代表, 多核金属クラスター触媒を基盤とする化学選択性の新規制御法の開発.
2010年度~2011年度, 新学術領域研究, 代表, 環境調和型直接変換反応の集積化を基軸とした含窒素化合物の新規不斉合成法の開発.
寄附金の受入状況
2012年度, 内藤記念科学振興財団, 内藤記念科学奨励金・研究助成.

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pure2017年10月2日から、「九州大学研究者情報」を補完するデータベースとして、Elsevier社の「Pure」による研究業績の公開を開始しました。
 
 
九州大学知的財産本部「九州大学Seeds集」