A CONVENIENT SYNTHESIS OF DISACCHARIDES CONTAINING FURANOSIDE UNITS

摘要

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. (C) 1997 Elsevier Science Ltd. [References: 26]