Journal of the American Chemical Society

Scope and mechanism of the reaction of olefins with anhydrides and zinc chloride to give. beta.,. gamma.-unsaturated ketones

P Beak, KR Berger

Index: Beak,P.; Rogers,K.R. Journal of the American Chemical Society, 1980 , vol. 102, p. 3848

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Citation Number: 55

Abstract

Abstract: The synthesis of &y-unsaturated ketones from carboxylic acid anhydrides, zinc chloride, and a variety of cyclic and acyclic olefins is found to be effective only for simple anhydrides and olefins. The conversions of I-methylcyclohexene (3) to 6-acetyl-1- methylcyclohexene (4) and of methylenecyclohexane (9) to I-cyclohexenylacetone (10) are illustrative of the 22 cases included. The observation of a product isotope effect in the ...