Ae. Zemlyakov et al., THE SYNTHESIS OF GLYCOSIDES OF 2-ACETAMIDO-2-DEOXYGLUCOSE CATALYZED BY MERCURIC IODIDE, Bioorganiceskaa himia, 24(8), 1998, pp. 623-630
The glycosylation of various alcohols with peracetylated alpha-D-gluco
saminyl chloride catalyzed with mercuric iodide was studied along with
the dependence of the reaction course on temperature, solvent, and qu
antity of catalyst. At room temperature, only beta-glycosides of perac
etylated N-acetylglucosamine were shown to result in dichloroethane or
nitromethane with high yields, At 90-95 degrees C, anomerization was
observed, which led to the corresponding a-glycosides. The possibility
of the synthesis of disaccharides with the beta 1 --> 6 bond catalyze
d by mercuric iodide was demonstrated.