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Nucleo-Palladation-Triggering Alkene Functionalization: A Route to γ-Lactones

Meifang Zheng, Pengquan Chen, Liangbin Huang, Wanqing Wu* and Huanfeng Jiang*

*School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. China, Email: jianghfscut.edu.cn, cewuwqscut.edu.cn

M. Zheng, P. Chen, L. Huang, W. Wu, H. Jiang, Org. Lett., 2017, 19, 5756-5759.

DOI: 10.1021/acs.orglett.7b02688 (free Supporting Information)


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Abstract

Palladium catalysis enables an unprecedented, highly effective synthesis of γ-lactones from homoallylic alcohols in one step. The protocol affords aryl, alkyl, and spiro γ-lactones directly from readily available homoallylic alcohols in good yields with excellent functional group tolerance and high chemoselectivity under mild conditions.

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proposed mechanism



Key Words

Lactones, TBHP


ID: J54-Y2017