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Asymmetric Biomimetic Transamination of Trifluoromethyl Ketones

Weiqi Cai, Dongchen Cai, Hanyu Liang, Xinyi Ren and Baoguo Zhao*

*Shanghai Frontiers Science Center of Biomimetic Catalysis, Shanghai Normal University, Shanghai 200234, China, Email:

W. Cai, D. Cai, H. Liang, X. Ren, B. Zhao, J. Org. Chem., 2023, 88, 7849-7857.

DOI: 10.1021/acs.joc.2c02329

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A chiral pyridoxamine catalyzes an asymmetric biomimetic transamination of trifluoromethyl ketones with 2,2-diphenylglycine as the amine source to produce optically active α-trifluoromethyl amines in very good yields with excellent ee's under mild conditions.

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proposed mechanism

Key Words

primary amines, reductive amination, α-trifluoromethyl amines, organocatalysis

ID: J42-Y2023