Cyclic dimerization of 1,2-unsaturated maltotriose derivatives with iodinium addition; one-pot preparation of a fully methylated 2A,2D-dideoxy-2A,2D-diiodocyclohexasaccharide

Abstract

Iodonium ion treatment of 1,2-unsaturated octa-O-methylmaltotriose having a sole hydroxy group at the 4″-position results in dimerization of the trisaccharide derivative with simultaneous cyclization, giving a fully methylated cyclohexasaccharide consisting of four α-D-glucopyranosyl residues and two 2-deoxy-2-iodo-α-D-mannopyranosyl residues.