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A Simple and Versatile Re??Catalyzed Meyer–Schuster Rearrangement of Propargylic Alcohols to α, β??Unsaturated Carbonyl Compounds

…, M Luparia, A Porta, G Zanoni, G Vidari

文献索引:Stefanoni, Massimo; Luparia, Marco; Porta, Alessio; Zanoni, Giuseppe; Vidari, Giovanni Chemistry - A European Journal, 2009 , vol. 15, # 16 p. 3940 - 3944

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被引用次数: 35

摘要

Abstract Rhenium does the job! A readily available rhenium complex efficiently catalyzed the direct Meyer–Schuster-like rearrangement of different alkyl-and aryl-substituted propargylic secondary and tertiary alcohols to the corresponding α, β-unsaturated compounds, which were produced with virtually complete E stereoselectivity. The reaction proceeded under neutral conditions and no racemization of potentially enolizable stereocenters was ...