New and efficient synthesis of protected 2-azido-2-deoxy-glycopyranoses from the corresponding glycal

Abstract

Diversely protected 2-azido-2-deoxy-D-glycopyranoses are prepared by azido phenylselenylation of the corresponding glycal followed by hydrolysis of the resulting selenoglycosides: from protected D-galactal, protected 2-azido-2-deoxy-D-galactopyranose is obtained, as the sole product in 72% overall yield.