九州大学 研究者情報
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基本情報 研究活動 教育活動
矢崎 亮(やざき りよう) データ更新日:2020.06.24

助教 /  薬学研究院 創薬科学部門 生命薬学


主な研究テーマ
環境調和型反応を用いた医薬品合成研究
キーワード:環境調和型反応、触媒反応
2012.04~2017.03.
研究業績
主要著書
主要原著論文
1. Yohei Matsumoto, Jun Sawamura, Yumi Murata, Takashi Nishikata, Ryo Yazaki, Takashi Ohshima, Amino Acid Schiff Base Bearing Benzophenone Imine as a Platform for Highly Congested Unnatural α-Amino Acid Synthesis, Journal of the American Chemical Society, 10.1021/jacs.0c02707, 2020.05, [URL].
2. Tsukushi Tanaka, Ryo Yazaki, Takashi Ohshima, Chemoselective Catalytic α-Oxidation of Carboxylic Acids
Iron/Alkali Metal Cooperative Redox Active Catalysis, Journal of the American Chemical Society, 10.1021/jacs.0c00727, 2020.01, [URL], We developed a chemoselective catalytic activation of carboxylic acid for a 1e<sup>-</sup> radical process. α-Oxidation of a variety of carboxylic acids, which preferentially undergo undesired decarboxylation under radical conditions, proceeded efficiently under the optimized conditions. Chemoselective enolization of carboxylic acid was also achieved even in the presence of more acidic carbonyls. Extensive mechanistic studies revealed that the cooperative actions of iron species and alkali metal ions derived from 4 Å molecular sieves substantially facilitated the enolization. For the first time, catalytic enolization of unprotected carboxylic acid was achieved without external addition of stoichiometric amounts of Brønsted base. The formed redox-active heterobimetallic enediolate efficiently coupled with free radical TEMPO, providing synthetically useful α-hydroxy and keto acid derivatives..
3. Ryo Yazaki, Takashi Ohshima, Recent strategic advances for the activation of benzylic C–H bonds for the formation of C–C bonds, Tetrahedron Letters, 10.1016/j.tetlet.2019.151225, 60, 45, 2019.11, [URL], Alkylarenes, obtained from abundant hydrocarbon feedstock sources, are an attractive starting material for the formation of complex molecular architectures. Conventional activation strategies of the relatively inert sp3-hybridized benzylic C–H bonds usually require relatively harsh conditions and are difficult to apply to the synthesis of fine chemicals. The present review describes recent strategic advances for the activation of benzylic C–H bonds for the catalytic formation of C–C bonds. In particular, two activation methods, i.e., strategies that generate benzylic radicals or benzyl anions, are discussed..
4. Takafumi Tanaka, Tsukushi Tanaka, Taro Tsuji, Ryo Yazaki, Takashi Ohshima, Strategy for Catalytic Chemoselective Cross-Enolate Coupling Reaction via a Transient Homocoupling Dimer, Organic Letters, 10.1021/acs.orglett.8b01313, 20, 12, 3541-3544, 2018.06, [URL], A new strategy, a transient homocoupling dimer strategy, for direct catalytic oxidative cross-enolate coupling reactions is developed. Cross-enolate coupling products bearing a (contiguous) tetrasubstituted carbon center were obtained chemoselectively without the need for stoichiometric amounts of strong bases/metal oxidants, and thus, the present catalysis provides a general method for the synthesis of unnatural α,α-disubstituted amino acid motifs. The distinct transformation of azlactone and 2-acylimidazole units highlighted the synthetic utility of the present catalysis..
5. Tsukushi Tanaka, Kayoko Hashiguchi, Takafumi Tanaka, Ryo Yazaki, Takashi Ohshima, Chemoselective Catalytic Dehydrogenative Cross-Coupling of 2-Acylimidazoles
Mechanistic Investigations and Synthetic Scope, ACS Catalysis, 10.1021/acscatal.8b02361, 8, 9, 8430-8440, 2018.09, [URL], Chemoselective iron-catalyzed dehydrogenative cross-coupling using 2-acylimidazoles is described. The addition of a phosphine oxide ligand substantially facilitated the generation of tert-butoxy radicals from di-tert-butyl peroxide, allowing for efficient benzylic C-H bond cleavage under mild conditions. Extensive mechanistic studies revealed that the enolization of 2-acylimidazole proceeded through dual iron catalyst activation, followed by subsequent chemoselective cross-coupling with a benzyl radical over an undesired benzyl radical-derived homocoupling dimer that inevitably formed in earlier reported conditions. A variety of alkylarenes, aliphatic alkane, and functionalized 2-acylimidazoles were applicable, demonstrating the synthetic utility of the present catalysis. Contiguous all-carbon quaternary carbons were constructed through dehydrogenative cross-coupling. The catalytic chemoselective activation of 2-acylimidazole over bidentate coordinative and much more acidic malonate diester was particular noteworthy. Catalytic oxidative cross-enolate coupling of two distinct carboxylic acid equivalents was also achieved using acetonitrile as a coupling partner..
主要学会発表等
1. 田中津久志、橋口佳代子、田中尊書、矢崎亮、大嶋孝志, カルボン酸等価体の触媒的酸化的α-ベンジル化反応, 第36回有機合成化学セミナー, 2019.09.
学会活動
所属学会名
近畿化学協会
ヨウ素学会
日本薬学会 医薬化学部会
有機合成化学協会
日本薬学会
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
2016年度 10        10 
2015年度 12        12 
2014年度 11        11 
2013年度 11        11 
2012年度      
受賞
日本薬学会奨励賞, 日本薬学会, 2019.12.
有機合成化学協会九州・山口支部優秀論文賞, 公益財団法人 有機合成化学協会九州・山口支部, 2016.05.
有機合成化学協会 宇部興産研究企画賞, 公益財団法人 有機合成化学協会, 2015.02.
第29回井上研究奨励賞, 公益法人井上科学振興財団, 2013.02.

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