Transition-metal peroxide reactions. Synthesis of. alpha.-hydroxycarbonyl compounds from enolates

E Vedejs, DA Engler, JE Telschow

Index: Vedejs,E. et al. Journal of Organic Chemistry, 1978 , vol. 43, p. 188 - 196

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Citation Number: 365

Abstract

Enolates of ketones, esters, and lactones are oxidized by MoOyPyHMPA (MoOPH) to give a- hydroxy derivatives. The reaction succeeds with carbonyl compounds having a-methylene or a-methine groups, but enolates from methyl ketones give variable results. The hydroxylation process does not afford products of oxidative CC cleavage which might be formed from an a-hydroperoxycarbonyl intermediate. If the initial intermediate from an ...