2009•The Journal of Organic ChemistryRequires access

FeCl3·6H2O Catalyzed Disproportionation of Allylic Alcohols and Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol

Jialiang Wang, Wen Huang, Zhengxing Zhang, Xu Xiang, Ruiting Liu, Xigeng Zhou

Abstract

Iron chloride has been found to be an efficient catalyst for the disproportionation of allylic alcohols, which provides a convenient method for selective transformation of allylic alcohols to alkenes and alpha,beta-unsaturated ketones. Furthermore, this catalytic system is also effective for highly selective allylic reduction of allylic alcohols, allylic ethers, and allylic acetates with benzyl alcohol under neutral and convenient reaction conditions.

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Key concepts: Allylic rearrangement, Chemistry, Disproportionation, Catalysis, Benzyl alcohol, Alcohol, Allylic alcohol, Organic chemistry