Tetrahedron Letters

A simple and efficient copper oxide-catalyzed Barbier–Grignard reaction of unactivated aryl or alkyl bromides with ester

F Gao, XJ Deng, Y Tang, JP Tang, J Yang, YM Zhang

Index: Gao, Fei; Deng, Xiang-Jun; Tang, Yu; Tang, Jin-Peng; Yang, Jun; Zhang, Yuan-Ming Tetrahedron Letters, 2014 , vol. 55, # 4 p. 880 - 883

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Citation Number: 5

Abstract

Abstract An efficient one-pot route to synthesize tertiary alcohol compounds using Barbier– Grignard reaction of unactivated alkyl or aryl bromides with ester in THF at 65 C catalyzed by CuO has been developed and systematically investigated. A wide range of substituted tertiary alcohol compounds were obtained in good to high yields. The reaction is highly chemoselective. The mechanism involving the leaving group of R 2 O-group is discussed.