Journal of the American Chemical Society

Palladium-mediated cycloaddition approach to cyclopentanoid natural products.(.+-.)-Albene

BM Trost, P Renaut

文献索引：Trost,B.M.; Renaut,P. Journal of the American Chemical Society, 1982 , vol. 104, p. 6668

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被引用次数: 60

摘要

Abstract: A five-step synthesis of (*)-albene from 2, 3-dicarbomethoxynorbornene utilizes the palladium-catalyzed cycloaddition of 2-((trimethylsilyl) methyl)-3-acetoxy-1-propene as the key reaction. Deoxygenation to the hydrocarbon takes advantage of the treatment of phosphoramidates with lithium. This procedure nicely resolves the problems of conversion of a ketone to an olefin and a neopentyl ester to a methyl group, which permits both types ...