A Facile and Direct Glycosidation Method for the Synthesis of 2‐Deoxy α‐Rhamnosides Catalyzed by Ferric Chloride

2016 
A facile and highly efficient O-glycosylation method for stereoselective synthesis of 2,6-dideoxy-O-glycosides has been described promoted by FeCl3, an eco-friendly, easily available and non-toxic catalyst. Acetylated 2-deoxy rhamnoside was chosen as the glycosyl donor for its convenient preparation and great stability at room temperature. The glycosylation was amenable to a wide range of acceptors including primary, secondary, tertiary alcohols, sterols, amino acid derivatives and sugar derivatives. Thus, 2,6-dideoxyglycosides and oligosaccharides were obtained in short reaction time ( 19:1).
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