Canadian journal of chemistry

The γ-alkylation of cyclic β-ketoesters via their enamine derivatives

D Gravel, M Labelle

Index: Gravel, Denis; Labelle, Marc Canadian Journal of Chemistry, 1985 , vol. 63, p. 1874 - 1883

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Citation Number: 32

Abstract

The γ-alkylation-functionalization of cyclic β-ketoesters via their enamine derivatives is discussed with particular emphasis on their preparation from β-ketoesters and their reaction with various electrophiles such as electrophilic olefins, halogenoïds, and allylic and benzylic halides. Although the amine ring size does not appear to affect reactivity to a great extent, the reaction is very sensitive to β-ketoester ring size, with six-membered rings giving the ...