REGIOSELECTIVE SULFATION OF DISACCHARIDES USING DIBUTYLSTANNYLENE ACETALS

Regioselective sulfation of partially protected disaccharides was achi eved from their dibutylstannylene acetals by treatment with sulfur tro xide/trimethylamine. Using this methodology 3'-sulfo-N-acetyllactosami nide 5, which is a substrate for fucosyltransferases and is the partia l structure of 3'-sulfo-Lewis(X), can be synthesised in two steps from the N-acetylglucosaminide 3 without the need for hydroxyl group prote ction. Regioselective sulfation was also observed for partially protec ted maltosides 6 and 7.