Enantioselective Intramolecular Copper-Catalyzed Borylacylation

Angewandte Chemie
Andrew WhyteMark Lautens

Abstract

An enantioselective copper-catalyzed intramolecular borylacylation is reported. The reaction proceeds through an initial enantioselective borylcupration of the styrene, followed by a nucleophilic attack on the tethered carbamoyl chloride. The products, chiral borylated 3,3-disubstituted oxindoles, were generated in excellent yields and enantioselectivities. The versatile carbon-boron bond provides a platform for a wide array of diversification.

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Citations

Nov 27, 2018·Organic & Biomolecular Chemistry·Ya-Jie ZuoChong-Min Zhong
Jul 13, 2019·Angewandte Chemie·Egor M Larin, Mark Lautens
Nov 16, 2019·Angewandte Chemie·Jana SendraElena Fernández
Nov 6, 2020·Organic & Biomolecular Chemistry·Bing-Xue ShenQing-An Chen
Mar 11, 2021·The Journal of Organic Chemistry·Zhen YangGuigen Li
Apr 14, 2021·Angewandte Chemie·Quentin DherbassyDavid J Procter
Jun 8, 2021·Chemical Science·Egor M LarinMark Lautens
Aug 5, 2021·Organic Letters·Jiaoyang Wu, Chuan Wang
Jun 12, 2019·Journal of the American Chemical Society·Stephen R SardiniM Kevin Brown
Dec 12, 2019·Journal of the American Chemical Society·Daniele FioritoClément Mazet
Jan 24, 2020·Journal of the American Chemical Society·Pei FanChuan Wang
Oct 2, 2019·Organic Letters·Andrew WhyteMark Lautens
Jul 17, 2019·Organic Letters·You LiBaosheng Li
Sep 30, 2020·Organic Letters·Alexa TorelliMark Lautens
Aug 28, 2020·Journal of the American Chemical Society·Xianqing WuYifeng Chen
Nov 11, 2020·Journal of the American Chemical Society·Yue LiMengchun Ye
Jul 25, 2020·Accounts of Chemical Research·Austin D MarcheseMark Lautens
Oct 8, 2021·Chemical Reviews·Shubhankar Kumar BoseTodd B Marder
Oct 29, 2021·Chemical Society Reviews·Jiefeng HuTodd B Marder

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