Transition-metal-catalyzed radical cyclization: copper-catalyzed cyclization of allyl trichloroacetates to trichlorinated. gamma.-lactones

…, N Ozaki, H Wakamatsu, K Itoh, Y Tomo…

Index: Nagashima; Seki; Ozaki; Wakamatsu; Itoh; Tomo; Tsuji Journal of Organic Chemistry, 1990 , vol. 55, # 3 p. 985 - 990

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Citation Number: 85

Abstract

Cuprous salts in acetonitrile catalyzed the cyclization of allyl trichloroacetates to trichlorinated y-lactones by way of an intramolecular atom-transfer radical cyclization. Various trichlorinated y-lactones having a variety of alkyl substituents were prepared by this method. y-Lactones were generally obtained as a single product except the cyclization of methallyl trichloroacetate, which afforded a mixture of y-and &lactones. The addition of a ...