Abstract

AbstractA 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 (<40 min) at room temperature in good to excellent yields (70‐97 %) with preponderant α‐selectivity (α/β=4:1 to >19:1).

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