Chemistry Letters · 2000 · 16 citations · 13 references
Natural SciencesChemistryMedicinal ChemistryCarbohydrate ChemistryConformational AnalysisConformational ChangeGlycosidic Bond ConformationRing Conformation Effects On Anomeric ConfigurationSelectivitySubstituent Effects On Ring Conformation
Abstract Rhamnosylation reaction with a phenyl 1-thiorhamnoside and a rhamnosyl fluoride that has chair conformation with more axial substituents (4C1) is described. Flipping of the ring conformation changed the high α-selectivity of the general rhamnosylation reaction. More β-rhamnosides were afforded under several conditions.
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