Regioselective glycosylation of fully unprotected methyl hexopyranosides by means of transient masking of hydroxy groups with arylboronic acids

Facile, one-pot synthesis was developed for several beta(1 -> 2)-, beta(1 -> 3)- or beta(1 -> 4)-linked disaccharides from fully unprotected methyl hexopyranosides according to the molecular recognition by arylboronic acids. The methodology was successfully applied to facile, short step assembly of the trisaccharide fragrinent of type II arabinogalactan. (C) 2010 Elsevier Ltd. All rights reserved.