Enantioselective and Diastereoselective C–H Alkylation of Benzamides: Synergized Axial and Central Chirality via a Single Stereodetermining Step

作者：Jinlei Wang, Haohua Chen, Lingheng Kong, Fen Wang, Yu Lan, Xingwei Li · 发表于：ACS Catalysis · 年份：2021 · DOI：10.1021/acscatal.1c02450 · 被引用次数：81 · 研究领域：Catalytic C–H Functionalization Methods、Axial and Atropisomeric Chirality Synthesis、Synthesis and Catalytic Reactions

In this report, distally disposed axial and central chirality has been installed in a synergistic fashion via rhodium-catalyzed C–H alkylation of benzamides using N -arylmaleimide as the alkylating reagent, in which the enantio- and diastereo-determining steps are merged into a single one. The coupling system features mild reaction conditions, broad substrate scope, and excellent enantio- and diastereoselectivity. The chiral induction has been enabled by judicious choice of a chiral rhodium cyclopentadienyl catalyst that serves to control both the orientation of the olefin unit and the prochiral C–N bond.