Chemistry of Dimethylketene Dimer. V. Reactions Involving Ester Anions1

RH Hasek, RD Clark, EU Elam…

Index: Hasek,R.H. et al. Journal of Organic Chemistry, 1962 , vol. 27, p. 3106 - 3111

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Citation Number: 14

Abstract

The cleavage of tetramethyl-l, 3-cyclobutane-dione (dimethylketene dimer, I) by alcohols is catalyzed by basic reagents and leads to esters of 2, 2, 4-trimethyl-3-oxovaleric acid. 2 The 0- lactone dimer of dimethylketene (11) is a more reactive acylating reagent than dimer I, but it also reacts sluggishly with alcohols unless a catalyst, preferably a base, is present. In the absence of active hydrogen compounds, the lactone dimer 11, heated at moderate ...