Regioselective glycosylation of 4,6-O-benzylidenated glucopyranosides Original Research Article

Regioselective glycosylation with allyl 4,6-O-benzylidene-α,β-d-glucopyranoside or methyl 4,6-O-benzylidene-α,β-d-glucopyranoside as the acceptor was investigated. It was found that the regioselectivity depends upon donor size and anomeric configuration of the acceptor, i.e., with a monosaccharide donor and an α-form acceptor, the (1→3)-linked product was obtained predominantly or exclusively, while with disaccharide or trisaccharide donors and either an α or β form acceptor, the (1→2)-linked oligosaccharides were the only products.