. alpha.-Methylene. beta.-lactones as masked allenes and allene equivalents: some selected chemical transformations

…, R Albert, L Hasemann, VO Nava Salgado…

Index: Adam, Waldemar; Albert, Rainer; Hasemann, Ludwig; Nava Salgado, Victor O.; Nestler, Bernd; et al. Journal of Organic Chemistry, 1991 , vol. 56, # 20 p. 5782 - 5785

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Citation Number: 24

Abstract

Selective chemical transformations have been performed on a number of a-methylene@- lactones to illustrate that these highly fundionalized heterocycles serve as useful building blocks in organic synthesis. Thus, thermal decarboxylation of these basked allenea” pmvidea a useful regioselective preparation of allenea with a predetermined substitution pattern. Nucleophilic addition takes place at the carbonyl group with ring opening, but free ...