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Nickel-Catalyzed Cross-Coupling of Acyl Chloride with Racemic α-Trifluoromethyl Bromide to Access Chiral α-Trifluoromethyl Ketones

Juanjuan Wu, Hongli Wu, Xinyu Liu, Yuekun Zhang, Genping Huang* and Chun Zhang*

*Department of Chemistry, School of Science, Tianjin University, Weijin Road 92, Tianjin 300072, China, Email: gphuangtju.edu.cn, chunzhangtju.edu.cn

J. Wu, H. Wu, X. Liu, Y. Zhang, G. Huang, C. Zhang, Org. Lett., 2022, 24, 4322-4327.

DOI: 10.1021/acs.orglett.2c01208


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Abstract

A nickel-catalyzed reductive cross-coupling reaction of acyl chlorides with racemic secondary α-trifluoromethyl bromides provides structurally interesting chiral α-CF3 carbonyl compounds with great enantioselectivity and good functional group tolerance.


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proposed mechanism



Key Words

α-trifluoromethylated carbonyl compounds, manganese


ID: J54-Y2022