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Asymmetric Reductive Amination with Pinacolborane Catalyzed by Chiral SPINOL Borophosphates

Zhenwei Wu, Hualing He, Minglei Chen, Linfei Zhu, Weitao Zheng, Yang Cao* and Jon C. Antilla*

*Jiangsu Ocean University, Lianyungang, Jiangsu 222005; Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, P. R. China, Email:,

Z. Wu, H. He, M. Chen, L. Zhu, W. Zheng, Y. Cao, J. C. Antilla, Org. Lett., 2022, 24, 9436-9441.

DOI: 10.1021/acs.orglett.2c03866

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SPINOL-derived borophosphates catalyze an asymmetric reductive amination of ketones with pinacolborane to provide a series of chiral amine derivatives bearing multiple functional groups in very good yields and enantioselectivities under mild reaction conditions.

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proposed transition state

Key Words

reductive amination, benzylic amines, pinacolborane, organocatalysis

ID: J54-Y2022