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One-Pot Reaction of Carboxylic Acids, Ynol Ethers, and m-CPBA for Synthesis of α-Carbonyloxy Esters

Linwei Zeng, Hironao Sajiki*, Sunliang Cui*

*Laboratory of Organic Chemistry, Gifu Pharmaceutical University, Gifu 501-1196, Japan; College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, China, Email: sajikigifu-pu.ac.jp, slcuizju.edu.cn

L. Zeng, H. Sajiki, S. Cui, Org. Lett., 2019, 21, 6423-6426.

DOI: 10.1021/acs.orglett.9b02323 (free Supporting Information)


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Abstract

A Ag2O-catalyzed reaction of carboxylic acids, ynol ethers, and m-CPBA provides α-carbonyloxy esters via formation of three C-O bonds. The protocol offers use of readily available starting materials and broad substrate scope.


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proposed mechanism



Key Words

α-hydroxylation, esters, MCPBA


ID: J54-Y2019