Synthesis of. alpha.-hydroxycarbonyl compounds (acyloins): direct oxidation of enolates using 2-sulfonyloxaziridines

FA Davis, LC Vishwakarma, JG Billmers…

Index: Davis, Franklin A.; Vishwakarma, Lal C.; Billmers, Joanne M.; Finn, John Journal of Organic Chemistry, 1984 , vol. 49, # 17 p. 3241 - 3243

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Citation Number: 238

Abstract

Synthesis of a-Hydroxy Carbonyl Compounds (Acyloins): Direct Oxidation of Enolates Using 2-Sulfonyloxaziridines Summary: Direct oxidation of ketone and ester enolates, using 2-sulfonyloxaziridine 1, affords a-hydroxy carbonyl compounds (acyloins) in high yield with excellent stereo- selectivity. ... Sir: a-Hydroxy carbonyl compounds, acyloins, are key structural subunits of natural products and valuable syn- thetic intermediates. As a consequence of their importance ...