Canadian Journal of Chemistry

Ring formation via β-keto ester dianions

PE Sum, L Weiler

Index: Sum,P.-E.; Weiler,L. Canadian Journal of Chemistry, 1977 , vol. 55, p. 996 - 1000

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Citation Number: 21

Abstract

The reaction of α, ω-dihalides with the dianion of methyl acetoacetate gives a mixture of mono-and bisalkylated products. The monoalkylated products can be cyclized via the monoanion to cyclic β-keto esters with a seven-or eight-membered ring. Alternatively these monoalkylated products can be cyclized via the dianion to γ-cyclopentyl-or γ-cyclohexyl-β- keto esters.

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