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Enantioselective Synthesis of α-exo-Methylene γ-Butyrolactones via Chromium Catalysis

Weiqiang Chen, Qin Yang, Tian Zhou, Qingshan Tian and Guozhu Zhang*

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. China, Email: guozhuzhangsioc.ac.cn

W. Chen, Q. Yang, T. Zhou, Q. Tian, G. Zhang, Org. Lett., 2015, 17, 5236-5239.

DOI: 10.1021/acs.orglett.5b02597 (free Supporting Information)


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Abstract

A highly enantioselective chromium-catalyzed carbonyl 2-(alkoxycarbonyl)allylation followed by lactonization enables the synthesis of enantioenriched α-exo-methylene γ-butyrolactones. Various functional groups are compatible under the mild reaction conditions.

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Key Words

Nozaki-Hiyama coupling, lactones


ID: J54-Y2015