Abstract

AbstractSeveral β‐N‐glycosides were obtained upon a simple and efficient two‐step methodology. First, α‐1,2‐anhydrosugars were prepared diastereoselectively by the oxidation of 3,4,6‐tri‐O‐benzyl‐D‐glucal under biphasic conditions (CH2Cl2/water) using dimetyldioxirane (DMDO) generated in situ from oxone/acetone mixture and amphiphilic imidazolium ionic liquid (DodMImBF4) as phase transfer catalyst. Immediately, β‐N‐glycosides were synthesized in good yields by aminolysis of these α‐1,2‐anhydrosugars using CH3CN as solvent. The overall process allows stereoselective generation of biologically relevant carbohydrate derivatives.

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