Synthesis of nigero-oligosaccharides

Article abstract of DOI:10.1016/0008-6215(92)84098-D

Nigerose <α-D-Glcp-(1->3)-D-Glcp>, nigerotriose, nigerotetraose, and nigeropentaose have been synthesized by chain elongation starting at the reducing end, from the corresponding octa-, undeca-, tetradeca-, and heptadeca-β-D-acetates, respectively, via thioglycoside-mediated 1,2-cis coupling, using 1,2,4,6-tetra-O-acetyl-β-D-glucopyranose as the glucosyl acceptor and methyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside, methyl 3-O-allyl-2,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside, and methyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside as the donors.