Chemistry Letters, Vol.35, No.12, 1328-1329, 2006
Trans-glycosylation through the reduction of C-1 position of sialic acid
Rapid and alpha-selective trans-glycosylation of C-1 sialoside alcohol with solvent alcohol was found, because 2-p-methoxy-phenoxy group has good leaving-group properties. The kinetic studies by H-1 and H-2 NMR showed that the process was a single reaction, and proved the existence of intermediate epoxide to govern the alpha-selectivity.