The Journal of Organic Chemistry

Regiospecific synthesis of. beta.,. gamma.-unsaturated ketones from allylic alcohols. Claisen rearrangement of. alpha.-allyloxy ketone enol derivatives

JLC Kachinsky, RG Salomon

文献索引：Kachinsky, Joseph L. C.; Salomon, Robert G. Journal of Organic Chemistry, 1986 , vol. 51, # 9 p. 1393 - 1401

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被引用次数: 36

摘要

P, y-Unsaturated ketones are prepared with regiospecific CC bond formation at the former y- position of primary, secondary, or tertiary allylic alcohol precursors by a process involving [3.3] sigmatropic Claisen rearrangement of intermediate a-allyloxy ketone enolates or the corresponding trimethylsilyl enol ethers. Although enolates of a-allyloxy ketones might be intermediates, byproducts from competing [1.2] or [2.3] sigmatropic rearrangements of a- ...