Tetrahedron

An improved preparation of epoxides from carbonyl compounds by using diiodomethane/methyllithium: synthetic applications

JM Concellón, H Cuervo, R Fernández-Fano

Index: Concellon, Jose M; Cuervo, Humildad; Fernandez-Fano, Ramon Tetrahedron, 2001 , vol. 57, # 43 p. 8983 - 8987

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Citation Number: 30

Abstract

Synthesis of epoxides starting from different carbonyl compounds is easily carried out by using a diiodomethane and methyllithium at 0° C and a short reaction time. Starting from α- aminoaldehydes the reaction affords amino epoxides, with high diastereoselectivity. The products were transformed into 1, 3-diaminoalkan-2-ols by treatment with different amines.