One-Pot Assembly of Octasaccharide Motif from Cranberry Arabinoxyloglucan Oligosaccharides

Chemical synthesis of octasaccharide motif from cranberry arabinoxyloglucan oligosaccharides with antiadhesion activities has been achieved for the first time. Synthetic approach highlights the following features: 1) stereoselective constructions of 1,2-cis-Xyl bonds via the combination of reagent modulation and remote participation; 2) modular [1+3+1+3] orthogonal one-pot assembly of the target octasaccharide on the basis of glycosyl ortho-(1-phenylvinyl)benzoate, which avoids the issues such as aglycone transfer associated with one-pot glycosylation based on thioglycosides.