Tetrahedron letters

Oxidation of diazo compounds by dimethyl dioxirane: an extremely mild and efficient method for the preparation of labile α-oso-aldehydes

H Ihmels, M Maggini, M Prato, G Scorrano

Index: Ihmels; Maggini; Prato; Scorrano Tetrahedron Letters, 1991 , vol. 32, # 43 p. 6215 - 6218

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Citation Number: 41

Abstract

Abstract A novel method for the preparation of α-oso-aldehydes by dimethyl dioxirane oxidation of α-diazoketones is described. The procedure is particularly useful when the desired compound cannot be purified by chromatography or distillation: the by-products (acetone and nitrogen) can be evaporated and the reaction crude consists only of the pure compound.

~27%

~36%

~85%

~99%

~99%

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