Chemische Berichte

Highly efficient hydroxylation of carbonyl compounds with dimethyldioxirane

W Adam, F Prechtl

Index: Adam, Waldemar; Prechtl, Frank Chemische Berichte, 1991 , vol. 124, # 10 p. 2369 - 2372

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Citation Number: 53

Abstract

Abstract The enolates and/or enols of ketones, esters, β-diketones, β-oxo esters, and β-oxo lactones were transformed by dimethyl-dioxirane (isolated in acetone solution or generated in situ) into their α-hydroxy compounds in good to excellent yields. The direct hydroxylation of the enols was significantly enhanced by the use of fluoride ion. For the enolate of camphor the exo/endo diastereoselectivity depended significantly on the metal ligand; the ...