Selective. gamma. alkylation of copper enolates derived from. alpha.,. beta.-unsaturated acids: factors affecting scope and regio-and stereoselectivity

PM Savu, JA Katzenellenbogen

文献索引：Savu, Patricia M.; Katzenellenbogen, John A. Journal of Organic Chemistry, 1981 , vol. 46, # 2 p. 239 - 250

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被引用次数: 68

摘要

Copper dienolates derived from a,@-unsaturated acids undergo alkylation at the y-carbon with high regioselectivity. A systematic investigation has been made of several factors that affect the y-alkylation process of the dienolate derived tiglic acid (1): alterations in the nature of the counterion, in the stoichiometry of cuprous ion, and in the nature of the electrophile. Compared to allylic electrophiles, nonallylic electrophiles react with copper dienolates ...