The Journal of Organic Chemistry

Direct methods for. alpha.-methylene lactone synthesis using itaconic acid derivatives

RM Carlson, AR Oyler

Index: Carlson,R.M.; Oyler,A.R. Journal of Organic Chemistry, 1976 , vol. 41, # 26 p. 4065 - 4069

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Citation Number: 56

Abstract

Anions of itaconic acid derivatives [R02CFHC (= CH2) C02] are versatile intermediates for the synthesis of u-methylene lactones. The addition of these anionic species to aldehydes or ketones and subsequent lactonization and hydrolysis have been utilized for the synthesis of a variety of compounds including protolichesterinic acid, nephrosterinic acid, and canadensolide. a-Methylene lactones have recently attracted much synthetic effort] owing ...