Palladium-catalyzed oxidative cyclization of 1, 5-dienes. Influence of different substitution patterns on the regio-and stereochemistry of the reaction

T Antonsson, C Moberg, L Tottie…

文献索引：Antonsson, Thomas; Moberg, Christina; Tottie, Louise; Heumann, Andreas Journal of Organic Chemistry, 1989 , vol. 54, # 20 p. 4914 - 4929

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被引用次数: 36

摘要

Oxidative cyclization of 1, 5-dienes in acetic acid and in the presence of the Pd (I1) regenerating catalyst system Pd (OAc) 2/Mn02/p-benzoquinone has been shown to yield, depending on the structure of the 1, 5-diene, acetoxyexomethylenecyclopentanes or acetoxyvinylcyclopentanes. 1, 5-Dienes with substitutents in the 1-and/or 3-position show a high preference for formation of regioisomers obtained by acetate attack at the sterically ...