The Synthesisof Glycosyl Amides from UnprotectedCarbohydrates and Acylsilanes

We report on a new methodology for the stereoselective synthesis of β-anomeric <i>N</i>-glycosyl amides from unprotected carbohydrates via the reaction of <i>in situ</i> generated carbohydrate oximes with acylsilanes. By variation of the acylsilane, <i>N</i>-glycosyl amides with azide and chloride conjugation handles are prepared in excellent yield and β-selectivity from unprotected sugars.