MILD STEREOSELECTIVE SYNTHESES OF THIOGLYCOSIDES UNDER PTC CONDITIONSAND THEIR USE AS ACTIVE AND LATENT GLYCOSYL DONORS

Mild and stereoselective arylthio glycoside syntheses were accomplishe d by inversion of configuration of glycosyl halides under phase transf er catalyzed conditions. Under such conditions, aryl alpha-thiosialosi des having electron donating and withdrawing substituents were evaluat ed as active and latent thioglycosyl donors. A sialyl-alpha-(2-->6)-ga lactoside was prepared in good yield using the above strategy.