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Access to Diverse Organoborons by α-Deprotonation and Functionalization of Benzylboronates

Hao Jin, Jinhui Han, Xirong Liu, Chao Feng and Miao Zhan*

*Institute of Medical Research, Northwestern Polytechnical University, 127 West Youyi Road, Xi’an, Shaanxi 710072, People's Republic of China, Email:

H. Jin, J. Han, X. Liu, C. Feng, M. Zhan, Org. Lett., 2023, 25, 4168-4172.

DOI: 10.1021/acs.orglett.3c01465

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An efficient α-deprotonation and functionalization of benzylboronates with a wide range of electrophiles offers high atomic efficiency and an alternative C-C bond disconnection for the synthesis of benzylboronates. Notably, the boryl group enables high diastereoselectivities when unsymmetrical secondary α-bromoesters are used.

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Key Words

benzylboronates, C-C coupling

ID: J54-Y2023