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Nickel-Catalyzed Regio- and Enantioselective Borylative Coupling of Terminal Alkenes with Alkyl Halides Enabled by an Anionic Bisoxazoline Ligand

Zheqi Li, Hongjin Shi, Xueying Chen, Long Peng, Yuqiang Li* and Guoyin Yin*

*Shanghai Artificial Intelligence Laboratory, Shanghai 200030; Wuhan University, Wuhan, Hubei 430072, P. R. China, Email: liyuqiangpjlab.org.cn, yinguoyinwhu.edu.cn

Z. Li, H. Shi, X. Chen, L. Peng, Y. Li, G. Yin, J. Am. Chem. Soc., 2023, 145, 13603-13614.

DOI: 10.1021/jacs.3c01040


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Abstract

An asymmetric nickel-catalyzed borylative coupling of terminal alkenes with nonactivated alkyl halides provides a broad range of chiral boronic esters with high regio- and enantioselectivity under mild reaction conditions. The success of this three-component strategy is ascribed to the application of a chiral anionic bisoxazoline ligand.

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proposed mechanism



Key Words

borylation, C-C coupling, multicomponent reactions


ID: J48-Y2023