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

摘要

A facile and highly efficient O-glycosylation method for stereo- selective synthesis of 2,6-dideoxy-O-glycosides has been de- scribed 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, ter- tiary alcohols, sterols, amino acid derivatives and sugar de- rivatives. Thus, 2,6-dideoxyglycosides and oligosaccharides were obtained in short reaction time (19:1).