RuCl3·3H2O as catalyst for Ferrier rearrangement: an efficient procedure for the preparation of pseudoglycosides

By using RuCl3·3H2O as catalyst, an improved method for the synthesis of 2,3-unsaturated-glycosides has been established. A series of 2, 3-unsaturated-glucosides were obtained from 2,4,6-tri-O-acetyl-d-glucal or 3,4-di-O-acetyl-6-deoxy-l-glucal in good yield and high anomeric selectivity.

Twenty examples. Yield up to 90%. Anomeric selectivity: α:β 5/1-100/0.