Letters in Organic Chemistry · 2005 · 34 citations · 0 references
Life SciencesBiochemistryChemistryCarbohydrate BiochemistryCarbohydrate ChemistryAnomeric ConfigurationCarbohydrate StructureCarbohydrate SynthesisO-linked GlycosylationAnomeric EffectAnomeric StereocontrolCarbohydrate AnomerizationGlycosylation Reagent DevelopmentGlycosylation StereocontrolOligosaccharide SynthesisStereoselective GlycosylationSugar Peracetylation
The regioselective 1-O-deacetylation of peracetylated carbohydrates with ammonium acetate in DMF (or a mixed solution of tetrahydrofuran and methanol) is described. It offers a facile and efficient way to prepare O-acetylpyranosides presenting one free hydroxyl group at the anomeric position.