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Silver(I)-Catalyzed Enantioselective Desymmetrization of Cyclopentenediones: Access to Highly Functionalized Bicyclic Pyrrolidines

作者:Huachao Liu, Kang Liu, Zhiyong Xue, Zhao‐Lin He, Chun‐Jiang Wang · 发表于:Organic Letters · 年份:2015 · DOI:10.1021/acs.orglett.5b02810 · 被引用次数:61 · 研究领域:Asymmetric Synthesis and Catalysis、Synthetic Organic Chemistry Methods、Catalytic C–H Functionalization Methods

A highly enantioselective desymmetrization of prochiral cyclopentenediones via Ag(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylide has been developed successfully. The methodology performs well over a broad scope of substrates, which provides facile access to a series of highly functionalized bicyclic pyrrolidine/cyclopentane derivatives in good to high yields with excellent stereoselectivities.