Synthesis of trehalose mimics by bismuth(III) triflate or bis(trifluoromethane)sulfonimide-catalyzed 1-C-methyl-d-hexopyranosylation
We investigated the ketopyranosylation of 2,3,4,6-tetra-O-benzyl-1-C-methyl-d-hexopyranoses with the benzylated d-aldohexopyranoses in order to produce novel non-reducing disaccharides as trehalose mimics. It was found that 5 mol % of bismuth(III) triflat
Development of ketoside-type analogues of trehalose by using α-stereoselective O-glycosidation of ketose
The stereoselective synthesis of ketoside-type analogues of trehalose is described. O-Glycosidation of hept-2-ulopyranose with trimethylsilyl α-pyranoside promoted by trimethylsilyl trifluoromethanesulfonate afforded α-ketopyranosyl α-aldopyranosides excl