A convenient synthesis of disaccharides containing furanoside units

Article abstract of DOI:10.1016/S0008-6215(96)00268-6

Pent-4-enyl 2,3,5,6-tetra-O-acetyl-D-glycofuranosides were synthesized in a one-pot reaction by a ferric chloride-promoted glycosylation of 4-penten-1-ol with D-glucose, D-mannose, and D-galactose, respectively, in heterogeneous media, followed by in situ acetylation. These n-pentenyl glycosides are efficient glycofuranosyl donors and have therefore been used for the subsequent synthesis of various furanosyl-pyranoside type or furanosyl-furanoside type disaccharides related to archaebacterial glycolipids and protozoa glycoconjugates.