Org Lett
Xi'an Key Laboratory of Stem Cell and Regenerative Medicine, Institute of Medical Research, Northwestern Polytechnical University, 127 West Youyi Road, Xi'an, Shaanxi 710072, People's Republic of China.
Published: June 2023
Described here is a simple and efficient method to prepare organoboron compounds through α-deprotonation and functionalization of benzylboronates. In addition to alkyl halides, chlorosilane, deuterium oxide, and trifluoromethyl alkene could also serve as electrophiles in this approach. Notably, the boryl group enables high diastereoselectivities when unsymmetrical secondary α-bromoesters are used. This methodology exhibits a broad substrate scope and high atomic efficiency and offers an alternative C-C bond disconnection for the synthesis of benzylboronates.
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http://dx.doi.org/10.1021/acs.orglett.3c01465 | DOI Listing |
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