Palladium-Catalyzed Highly Enantioselective Cycloaddition of Vinyl Cyclopropanes with Imines

作者：Xiaobing Huang, Xian-Jing Li, Tiantian Li, Bo Chen, Wen‐Dao Chu, Long He, Quan‐Zhong Liu · 发表于：Organic Letters · 年份：2019 · DOI：10.1021/acs.orglett.9b00274 · 被引用次数：75 · 研究领域：Cyclopropane Reaction Mechanisms、Catalytic Alkyne Reactions、Catalytic C–H Functionalization Methods

Palladium-catalyzed asymmetric formal [3 + 2] cycloaddition of vinyl cyclopropanes and aldimines or isatin-derived ketimines proceeded smoothly in the presence of chiral phosphoramidite ligands. The corresponding highly functionalized and optically enriched pyrrolidine or spiro[pyrrolidin-3,2'-oxindole] derivatives are obtained in up to 94% yield and with up to 96% ee and 7:1 dr.