Canadian Journal of Chemistry

The Acylation of β-Keto Ester Dianions

SN Huckin, L Weiler

Index: Huckin,S.N.; Weiler,L. Canadian Journal of Chemistry, 1974 , vol. 52, p. 1343 - 1351

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Citation Number: 62

Abstract

A method for the successful acylation of the dianion of simple β-keto esters to yield β, δ- diketo esters has been developed. The dianion of methyl acetoacetate also reacts with the monoanion of methyl acetoacetate to give a triketo ester which cyclizes to methyl orsellinate. These dianions also add to nitriles to give 5-amino-3-keto-4-pentenoates which may in some cases cyclize to 4-hydroxypyridones.