Synlett · 2012 · 10 citations · 0 references
PharmacyBiochemistryChemistryBiocatalysisCarbohydrate ChemistryCatalysisBiocatalytic GlycosylationCarbohydrate ProtectionCarbohydrate SynthesisCatalytic MechanismsEnzymatic CatalysisAnomeric EffectDeoxy Sugar ChemistryEnzymatic Sugar ModificationReduction CatalysisStereochemistry Of Sugar DerivativesStereoselective Sugar Synthesis
We report the simultaneous reduction of the 2-position and oxidation of the anomeric position in several protected furanosyl and pyranosyl sugar derivatives, mediated through NHC catalysis. This reaction allows the one-step access to highly valuable 2-deoxy-sugars from abundant 2-oxygenated sugar derivatives.