Condensations. XVI. Various Acylations and Alkylations of the Sodium Enolates of Aliphatic Esters. Methods for the Syntheses of α, α-Disubstituted β-Keto Esters and …

BE Hudson Jr, CR Hauser

Index: Hudson; Hauser Journal of the American Chemical Society, 1941 , vol. 63, p. 3160

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Citation Number: 16

Abstract

The classical acetoacetic ester condensation of esters probably involves the acylation of the sodium enolate2 of the ester; in the presence of sodium ethoxide a small portion of the ester is first converted into its sodium enolate which is then acylated by molecules of unchanged ester. 8 The scope of reactions of the sodium enolates of esters, however, was considerably limited until a base was found which would convert esters largely into their sodium ...