The Journal of Organic Chemistry

Equilibria among anions of. alpha.-hydroxy. beta.-diketones and. alpha.-ketol esters

MB Rubin, S Inbar

Index: Rubin, Mordecai B.; Inbar, Shai Journal of Organic Chemistry, 1988 , vol. 53, # 14 p. 3355 - 3358

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Citation Number: 25

Abstract

IV I11 mechanism was suggested for the base-catalyzed reaction, as illustrated, in which reversible formation of alcoholate anion I11 is followed by reversible formation of epoxide IV, which, again reversibly, can isomerize to the enolate ion V of product ester. In the absence of a suitable proton donor, such a system could be in an equilibrating state until workup. Our attempts to trap intermediate anions as their products of reaction with added ...