Preparation of modified glycosyl glycerol derivatives by glycal rearrangement.
By Lewis acid catalysed allylic rearrangement reactions of various glycals with glycerol derivatives 2,3-unsaturated mono- and disaccharide glycosyl glycerol derivatives were obtained in good yields. A triglycosyl glycerol was successfully synthesized in a straightforward three step way from 3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol.
Institut für Organische Chemie, Universität Hamburg, Germany.
E
E
Wieczorek
J
J
Thiem
D003837:Deoxy Sugars / Q000737:chemistry*; D005990:Glycerol / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009844:Oligosaccharides / Q000138:chemical synthesis*
D003837:Deoxy Sugars; D009844:Oligosaccharides; D005990:Glycerol