HIGHLY STEREOSELECTIVE C-ALLYLATION OF GLYCOPYRANOSIDES WITH ALLYLSILANES CATALYZED BY SILYL TRIFLATE OR IODOSILANE

Article abstract of DOI:10.1016/S0040-4039(01)80261-6

Methyl α-D-glucopyranoside, methyl α-D-mannopyranoside and, in particular, the corresponding α-D-glycopyranosyl chlorides readily undergo allylation with allylsilanes catalyzed by trimethylsilyl triflate or iodotrimethylsilane in a highly stereoselective mode.