Alkylation of enolate anions formation of enol ethers

GJ Heiszwolf, H Kloosterziel

Index: Heiszwolf,G.J.; Kloosterziel,H. Recueil des Travaux Chimiques des Pays-Bas, 1970 , vol. 89, p. 1153 - 1169

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Citation Number: 26

Abstract

Abstract The alkylation of ambident enolate anions-obtained from aliphatic ketones (and one particular type of aldehyde)-has been studied using various solvents, bases, alkylating agents and substrates. Alkylation with a reactive alkylating agent (dialkyl sulfates, triethyloxonium fluoroborate) in an aprotic polar solvent (eg dimethyl sulfoxide) yields mainly enol ethers, the products of alkylation at oxygen. The predominance of alkylation at ...