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Deoxygenative Haloboration and Enantioselective Chloroboration of Carbonyls

Dong Wang, Jun Zhou, Zihao Hu and Tao Xu*

*School of Chemical Science and Engineering, Tongji University, 1239 Siping Road, Shanghai 200092, P. R. China, Email: taoxutongji.edu.cn

D. Wang, J. Zhou, Z. Hu, T. Xu, J. Am. Chem. Soc., 2022, 144, 22870-22876.

DOI: 10.1021/jacs.2c11024


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Abstract

A highly efficient deoxygenative haloboration of aldehydes provides secondary α-haloboronates. Even tertiary α-haloboronates can be readily prepared via the same strategy with ketones. Furthermore, enantioselective chloroboration of carbonyls was successfully achieved to give chiral secondary or tertiary α-chloroboronates.

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Key Words

borylation, chlorination, bromination, iodination


ID: J48-Y2022