Neighboring group participation of 9-anthracenylmethyl group in glycosylation: Preparation of unusual C-glycosides

A coupling of 2-O-arylmethylated D-glucose-derived thioglycosides with various alcohols in the presence of CF(sub 3)SO(sub 3)(super -)(S(super +)Me(sub 2)SMe (DMTST) as an activator is described. When the aryl group is the 9-anthracenylmethyl group, a highly stereoselective formation of the unusual C-glycosides in good yields via neighboring group participation of the 9-anthracenylmethyl group followed by coupling with a variety of alcohols is observed.