Kyushu University Academic Staff Educational and Research Activities Database
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Hiroyuki Morimoto Last modified date:2018.05.24

Lecturer / Biopharmacology, Department of Pharmaceutical Sciences
Department of Chemo-Pharmaceutical Sciences
Faculty of Pharmaceutical Sciences


Graduate School
Undergraduate School
Other Organization
Other


E-Mail
Homepage
http://green.phar.kyushu-u.ac.jp/
http://green.phar.kyushu-u.ac.jp/member/morimoto.html
Academic Degree
Ph.D.
Field of Specialization
Synthetic Organic Chemistry
Research
Research Interests
  • Development of Novel, Environmentally-Benign Catalytic Reactions
    keyword : Synthetic Organic Chemistry, Catalysis, Enantioselective Synthesis
    2010.07~2015.06.
Academic Activities
Books
1. 大嶋 孝志, 森本 浩之, 森崎一宏, Catalytic Asymmetric 1,2-Alkynylation, Elsevier, Reference Module in Chemistry, Molecular Sciences and Chemical Engineering, 2015., 2015.02, [URL].
Reports
1. 森崎 一宏, 森本 浩之, 大嶋 孝志, 真島 和志, Direct Enantioselective Alkynylation of α-Ketoesters and α-Ketiminoesters Catalyzed by [Bis(oxazoline)phenyl]rhodium(III) Complexes, Heterocycles, 2017.01.
Papers
1. Kazuhiro Morisaki, Hiroyuki Morimoto, Takashi Ohshima, Direct access to N-unprotected tetrasubstituted propargylamines via direct catalytic alkynylation of N-unprotected trifluoromethyl ketimines, CHEMICAL COMMUNICATIONS, 10.1039/c7cc02194a, 53, 47, 6319-6322, 2017.06.
2. Toru Deguchi, Hai-Lonng Xin, Hiroyuki Morimoto, Takashi Ohshima, Direct Catalytic Alcoholysis of Unactivated 8-Aminoquinoline Amides, ACS CATALYSIS, 10.1021/acscatal.7b00442, 7, 5, 3157-3161, 2017.05.
3. Megumi Noshita, Yuhei Shimizu, Hiroyuki Morimoto, Takashi Ohshima, Diethylenetriamine-Mediated Direct Cleavage of Unactivated Carbamates and Ureas, ORGANIC LETTERS, 10.1021/acs.orglett.6b03016, 18, 23, 6062-6065, 2016.12.
4. 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., 10.1021/jacs.6b01590, 138, 6194-6203, 2016.04, [URL], 末端アルキンを直接触媒的に活性化させ、イミンへと付加させて四置換炭素含有アミノ酸誘導体を合成することに初めて成功した。.
5. Makoto Ohira, Yuka Iwasaki, Chika Tanaka, Michitaka Kuroki, Naoki Matsuo, Tatsuhiko Kitamura, Masaki Yukuhiro, Hiroyuki Morimoto, Nisha Pang, Bei Liu, Tohru Kiyono, Masahide Amemiya, Kozo Tanaka, Kazumasa Yoshida, Nozomi Sugimoto, Takashi Ohshima, Masatoshi Fujita, A novel anti-microtubule agent with carbazole and benzohydrazide structures suppresses tumor cell growth in vivo, Biochimica et Biophysica Acta (BBA) - General Subjects, 10.1016/j.bbagen.2015.04.013, 1850, 1676-1684, 2015.05.
6. 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, 21, 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..
7. Yuhei Shimizu, Megumi Noshita, Yuri Mukai, Hiroyuki Morimoto, Takashi Ohshima, Cleavage of unactivated amide bonds by ammonium salt-accelerated hydrazinolysis, Chemical Communications, 10.1039/C4CC02014F, Advance Article, 2014.05, Hydrazinolysis of unactivated amide bonds is significantly accelerated by the addition of ammonium salts. The reactions proceed at 50–70 °C to give amines with broad substrate scope that outperforms existing amide bond cleavage reactions. Application to peptide and amino sugar derivatives is also demonstrated..
8. Hiroyuki Morimoto, Risa Fujiwara, Yuhei Shimizu, Kazuhiro Morisaki, Takashi Ohshima, Lanthanum(III) Triflate Catalyzed Direct Amidation of Esters, ORGANIC LETTERS, 10.1021/ol500593v, 16, 7, 2018-2021, 2014.04, [URL], Lanthanum trifluoromethanesulfonate is an effective single-component catalyst for synthesizing a variety of amides directly from esters and amines under mild conditions. Highly selective amidation of esters and amines, as well as catalyst-controlled amidation of esters, demonstrated the effectiveness of the catalyst system..
9. 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., 10.1002/chem.201301237, 19, 8417 – 8420, 2013.05, [URL], 末端アルキンを直接触媒的に活性化させ、イミンへと付加させて四置換炭素含有アミノ酸誘導体を合成することに初めて成功した。.
10. Yuhei Shimizu, Hiroyuki Morimoto, Ming Zhang, Takashi Ohshima, Microwave-Assisted Deacylation of Unactivated Amides Using Ammonium-Salt-Accelerated Transamidation, Angew. Chem., Int. Ed., 10.1002/anie.201202354, 51, 34, 8564-8567, 2012.08, [URL], エチレンジアミン及びアンモニウム塩を用いる簡便なトランスアミド化反応条件を見いだし、アシル基の脱保護へと応用した。.
Presentations
1. Hiroyuki Morimoto, Kazuhiro Morisaki, Masanao Sawa, Ryohei Yonesaki, Yuta Kondo, Kazushi Mashima, Takashi Ohshima, Construction of Tetrasubstituted Carbon Stereocenters via Direct Catalytic Nucleophilic Addition to Ketimines, 日本化学会第97春季年会, 2017.03.
2. Hiroyuki Morimoto, Yuhei Shimizu, Megumi Noshita, Takashi Ohshima, Direct Cleavage of Unactivated Amides Under Mild Conditions, The 10th International Symposium on Integrated Synthesis (ISONIS-10), 2016.11.
3. Kazuhiro Morisaki, Hiroyuki Morimoto, Takashi Ohshima, Zn-Catalyzed Direct Alkynylation of N-Unprotected Trifluoromethyl Ketimines, The 6th Junior International Conference on Cutting-edge Organic Chemistry in Asia (6th Junior ICCEOCA), 2016.10.
4. Kazuhiro Morisaki, Hiroyuki Morimoto, Takashi Ohshima, Development and mechanistic studies of Rh-catalyzed direct enantioselective alkynylation of α-ketiminoesters, 252nd American Chemical Society National Meeting & Exposition, 2016.08.
5. Masanao Sawa, Kazuhiro Morisaki, Ryohei Yonesaki, Hiroyuki Morimoto, Kazushi Mashima, Takashi Ohshima, Direct Catalytic Asymmetric Alkynylation of Ketimines, Molecular Chirality Asia 2016, 2016.04.
6. 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.
7. Yuhei Shimizu, Megumi Noshita, Yuri Mukai, Hiroyuki Morimoto, Takashi Ohshima, Cleavage of Unactivated Amide Bonds by Ammonium Salt-Accelerated Hydrazinolysis, The 2015 International Chemical Congress of Pacific Basin Societies (Pacifichem), 2015.12.
8. Kazuhiro Morisaki, Masanao Sawa, Ryohei Yonesaki, Jun-ya Nomaguchi, Yosuke Takeuchi, Hiroyuki Morimoto, Kazushi Mashima, Takashi Ohshima, Direct Catalytic Enantioselective Alkynylation of Ketimines, The 5th Junior International Conference on Cutting-edge Organic Chemistry in Asia (5th Junior ICCEOCA), 2015.11.
9. Masanao Sawa, Kazuhiro Morisaki, Ryohei Yonesaki, Hiroyuki Morimoto, Kazushi Mashima, Takashi Ohshima, Direct Catalytic Asymmetric Alkynylation of Ketimines, 7th International Conference on Green and Sustainable Chemistry - 4th JACI-GSC Symposium, 2015.07.
10. Takashi Ohshima, Kazuhiro Morisaki, Masanao Sawa, Rhohei 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.
11. Kazuhiro Morisaki, Masanao Sawa, Jun-ya Nomaguchi, Hiroyuki Morimoto, Yosuke Takeuchi, Kazushi Mashima, Takashi Ohshima, Rh-Catalyzed Direct Enantioselective Alkynylation of Ketimines, 第5回大津会議, 2014.10.
12. Ming Zhang, Kenji Watanabe, Masafumi Tsukamoto, Ryozo Shibuya, Hiroyuki Morimoto, Takashi Ohshima, Pt-Catalyzed Allylic Aminations: Application to a Short and Practical Total Synthesis of (-)-α-Kainic Acid, XXXVI International Conference on Organometallic Chemistry (ICOMC2014), 2014.07.
13. Kazuhiro Morisaki, Masanao Sawa, Jun-ya Nomaguchi, Hiroyuki Morimoto, Yosuke Takeuchi, Kazushi Mashima, Takashi Ohshima, Rh(III)/Phebox-Catalyzed Direct Enantioselective Alkynylation of α-Ketiminoesters, XXXVI International Conference on Organometallic Chemistry (ICOMC2014), 2014.07.
14. Ming Zhang, Kenji Watanabe, Masafumi Tsukamoto, Ryozo Shibuya, Hiroyuki Morimoto, Takashi Ohshima, Short-Step Synthesis of (-)-α-Kainic Acid via Pt-catalyzed Allylic Aminations, The Eighth International Symposium on Integrated Synthesis (ISIS-8), 2013.11.
15. Takashi Ohshima, Kazuhiro Morisaki, Masanao Sawa, Jun-ya Nomaguchi, Hiroyuki Morimoto, Yosuke Takeuchi, Kazushi Mashima, Rh-Catalyzed Direct Enantioselective Alkylation of α-Ketoiminoesters, 17th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS17), 2013.07.
16. 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.
17. Kazuhiro Morisaki, Masanao Sawa, Jun-ya Nomaguchi, Hiroyuki Morimoto, Yosuke Takeuchi, Kazushi Mashima, Takashi Ohshima, Rh-Catalysed Direct Enantioselective Alkynylation of α-Ketiminoesters, Twenty-third French-Japanese Symposium on Medicinal and Fine Chemistry (FJS-2013), 2013.05.
18. Hiroyuki Morimoto, Risa Fujiwara, Yuhei Shimizu, Kazuhiro Morisaki, Takashi Ohshima, Lanthanum Triflate-Catalyzed Direct Amidation of Esters with Amines, Twenty-third French-Japanese Symposium on Medicinal and Fine Chemistry (FJS-2013), 2013.05.
19. 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.
Membership in Academic Society
  • The Pharmaceutical Society of Japan
  • The Chemical Society of Japan
  • The Society of Synthetic Organic Chemistry, Japan
  • American Chemical Society
Awards
  • Development of Direct Catalytic Asymmetric Mannich-type Reactions Using Trichloromethyl Ketones as an Ester Equivalent Donor