SYNTHESIS OF METHYL O-(2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSYL)-(1-]2)-O-ALPHA-D-GLUCOPYRANOSYL-(1-]2)-ALPHA-D-GALACTOPYRANOSIDE AND OF METHYL O-ALPHA-D-GLUCOPYRANOSYL-(1-]2)-O-ALPHA-D-GALACTOPYRANOSYL-(1-]3)-O-[ALPHA-D-GALACTOPYRANOSYL-(1-]6)]-ALPHA-D-GLUCOPYRANOSIDE, CORRESPONDING TO PARTS OF THE OUTER CORE OF THE SALMONELLA CELL-WALL LIPOPOLYSACCHARIDE

In the syntheses of the title oligosaccharides, the glycosyl donors had non-participating groups, either benzyl, p-methoxybenzyl or azidodeoxy, in the 2-positions. Glycosylations with glycosyl bromides were performed using halide assistance or silver triflate promotion. Glycosidations using thioglycosides were performed with dimethyl(methylthio)sulfonium triflate as promoter.