Syntheses of neoglycolipids with hexitol spacers between the saccharidic and the lipidic parts Original Research Article

Four neoglycolipids having 2-amino-2-deoxy-d-glucose or d-galactose moieties linked to the lipidic part by a glucitol or a mannitol spacer-arm have been synthesized. The key step of the synthetic strategy was the regiospecific or regioselective β-glycosylation of partially protected glucitol or mannitol acceptors by either 3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-d-mannopyranosyl azide or 2,3,4,6-tetra-O-benzoyl-α-d-galactopyranosyl trichloroacetimidate donors.