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Abstract
Regioselective sulfation of partially protected disaccharides was achieved from their dibutylstannylene acetals by treatment with sulfur trioxide/trimethylamine. Using this methodology 3′-sulfo-N-acetyllactosaminide 5, which is a substrate for fucosyltransferases and is the partial structure of 3′-sulfo-Lewis x, can be synthesised in two steps from the N-acetylglucosaminide 3 without the need for hydroxyl group protection. Regioselective sulfation was also observed for partially protected maltosides 6 and 7.
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