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Catalytic Asymmetric Reduction of α-Trifluoromethylated Imines with Catecholborane by BINOL-Derived Boro-phosphates

Hualing He, Xiaoxue Tang, Yang Cao and Jon C. Antilla*

*Institute for Molecular Design and Synthesis, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, People’s Republic of China, Email:

H. He, X. Tang, Y. Cao, J. C. Antilla, J. Org. Chem., 2021, 86, 4336-4345.

DOI: 10.1021/acs.joc.0c03009


A BINOL-derived boro-phosphate catalyzes an enantioselective reduction of α-trifluoromethylated imines to provide chiral α-trifluoromethylated amines in high yields and with excellent enantioselectivities in the presence of catecholborane as hydride source under mild conditions.

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proposed transition state

Key Words

trifluoromethylated amines, reduction of imines, catecholborane, organocatalysis

ID: J42-Y2021