The Journal of Organic Chemistry

Competitive [1, 3]-and [3, 3]-sigmatropic rearrangements

RT Arnold, ST Kulenovic

文献索引：Arnold, Richard T.; Kulenovic, Srdanka T. Journal of Organic Chemistry, 1980 , vol. 45, # 5 p. 891 - 894

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被引用次数: 17

摘要

Several cases of the oxy-Cope rearrangement, which typically prefers the [3, 3]-sigmatropic route, are now known to occur in a [1, 3]-sigmatropic fashion. By contrast, the symmetry- allowed thermal rearrangement of carbanions (or their enol derivatives; eg, trialkylsilyl) derived from allylic esters occurs exclusively in a [3, 3]-sigmatropic manner. However, the corresponding anions derived from benzyl esters, for which the [3, 3]-sigmatropic path is ...