212246-70-3Relevant articles and documents
Oligosaccharide synthesis via electrophile-induced activation of glycosyl-n-allylcarbamates
Herzner, Holger,Eberling, Joerg,Schultz, Michael,Zimmer, Joerg,Kunz, Horst
, p. 759 - 776 (1998)
Glycosyl-N-allyl carbamates, obtained by reaction of anomerically unprotected saccharides with allyl isocyanate, can be activated by an electrophile-induced cyclisation and reacted with glycosyl acceptors to form the corresponding oligosaccharides. By this method the mucin core 2 trisaccharide2 has successfully been synthesized. Due to the mild glycosylation conditions even 1-O-acetyl protected glycosyl acceptors can be used. This was demonstrated in the synthesis of a 1,6-linked glucosyl trisaccharide whereby a reptitious glycosylation strategy could be applied.