The Journal of Organic Chemistry

Ring expansion synthesis of fused trans-. alpha. methylene-. gamma.-lactones

LG Mueller, RG Lawton

Index: Mueller,L.G.; Lawton,R.G. Journal of Organic Chemistry, 1979 , vol. 44, p. 4741 - 4742

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Citation Number: 23

Abstract

Summary:. 4 stereospecific ring-expansion synthesis of trans-fused cy-methylene y-lactones can be accomplished in excellent yield through the sequence of carbene addition of tert- butyl diazopyruvate to cyclic dienes, inverse Wittig condensation to give a tert-butyl ester substituted transdivinylcyclopropane, and acid-catalyzed cleavage of the cyclopropane ring