Enantioselective Carbonylative Cyclization of Alkenes with C–H Bonds for Synthesis of γ-Lactams Bearing an α-Quaternary Carbon

作者：Weiwei Xu, Yanan Sun, Yuqing Jiang, Xueyuan Yan, Zhixuan Gao, Hao-Rui Wang, Genping Huang, Qi‐Lin Zhou, Mengchun Ye · 发表于：Journal of the American Chemical Society · 年份：2024 · DOI：10.1021/jacs.4c15875 · 被引用次数：19 · 研究领域：Catalytic C–H Functionalization Methods、Asymmetric Hydrogenation and Catalysis、Synthesis and Catalytic Reactions

The development of effective synthetic methods to construct γ-lactams bearing a chiral α-quaternary carbon from relatively inert C(O)-H bonds with alkenes has been an elusive challenge. Herein, we used a naphthylamine-derived phosphine oxide ligating Ni and Al bimetallic catalyst to realize a carbonylative cyclization of formyl C-H bonds with alkenes, highly regio- and enantioselectively constructing γ-lactams bearing a chiral α-quaternary carbon in up to 99% yield and 98% ee. These γ-lactams proved to be versatile synthetic precursors for many biologically active molecules.