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新型、可调谐、高效手性双二氢苯并氧杂磷杂环戊烯配体用于不对称氢化反应。

Novel, tunable, and efficient chiral bisdihydrobenzooxaphosphole ligands for asymmetric hydrogenation.

机构信息

Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals Inc., Ridgefield, Connecticut 06877, USA.

出版信息

Org Lett. 2010 Jan 1;12(1):176-9. doi: 10.1021/ol9025815.

Abstract

A series of novel, efficient, air-stable, and tunable chiral bisdihydrobenzooxaphosphole ligands (BIBOPs) were developed for rhodium-catalyzed hydrogenations of various functionalized olefins such as alpha-arylenamides, alpha-(acylamino)acrylic acid derivatives, beta-(acylamino)acrylates, and dimethyl itaconate with excellent enantioselectivities (up to 99% ee) and reactivities (up to 2000 TON).

摘要

一系列新型、高效、空气稳定且可调节的手性双二氢苯并氧杂磷杂环戊烯配体(BIBOPs)被开发出来,用于铑催化的各种官能化烯烃的氢化反应,如α-芳烯酰胺、α-(酰氨基)丙烯酸衍生物、β-(酰氨基)丙烯酸酯和二甲基马来酸二甲酯,具有优异的对映选择性(高达 99%ee)和反应活性(高达 2000TON)。

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