Stereoselective synthesis of 2-S-phenyl-2-deoxy-β-glycosides using phenyl 2,3-O-Thionocarbonyl-1-thioglycoside donors via 1,2-migration and concurrent glycosidation
1,2-Migration and concurrent glycosidation of phenyl 2,3-O-thionocarbonyl-1-thio-α-L-rhamnopyranosides under the action of methyl trifluoromethanesulfonate (MeOTf) afforded in high yields the 3-O-(methylthio)-2-S-phenyl-2,6-dideoxy-β-L-glucopyranosides, ready precursors to the corresponding 2-deoxy-β-glycosides.
Yang ZY,Yu B. Stereoselective synthesis of 2-S-phenyl-2-deoxy-β-glycosides using phenyl 2,3-O-Thionocarbonyl-1-thioglycoside donors via 1,2-migration and concurrent glycosidation[J]. Org. Lett.,2001,3(3):377-379.