Kinetic Resolution and Dynamic Kinetic Resolution of Chromene by Rhodium-Catalyzed Asymmetric Hydroarylation

Angewandte Chemie
Qingjing YangJun Joelle Wang

Abstract

A highly efficient kinetic resolution and dynamic kinetic resolution of chromene is reported for the first time and they procced by a rhodium-catalyzed asymmetric hydroarylation pathway. This new approach offers versatile access to various chiral 2,3-diaryl-chromanes containing vicinal stereogenic centers, as well as the recovered chiral flavenes, in high yields with excellent ee values (s factor up to 532). Particularly noteworthy is that this strategy can be further extended to the establishment of a dynamic version of the kinetic resolution of chromene acetals and allows complete access to chiral isoflavanes and α-aryl hydrocoumarins.

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Citations

Sep 19, 2019·Chemical Communications : Chem Comm·Moeko UmedaTakahiro Nishimura
Nov 28, 2020·Chemical Communications : Chem Comm·Fangyuan WangXumu Zhang
Aug 24, 2019·Organic Letters·Paola Acosta-GuzmánDiego Gamba-Sánchez
Nov 5, 2020·Organic Letters·Qi Cheng, Yanfeng Dang
Jan 22, 2020·Organic Letters·Ling MengJun Wang
Sep 23, 2020·The Journal of Organic Chemistry·Fen Wang, Qingxi Meng

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