A STRAIGHTFORWARD ROUTE TO N-ACETYL-D-GLUCOSAMINE-DERIVED C-BETA-D-GLYCOSYL SYNTHONS

Authors
PETRUSOVA M BEMILLER JN PETRUS L
Citation
M. Petrusova et al., A STRAIGHTFORWARD ROUTE TO N-ACETYL-D-GLUCOSAMINE-DERIVED C-BETA-D-GLYCOSYL SYNTHONS, Tetrahedron letters, 37(14), 1996, pp. 2341-2344
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
14
Year of publication
1996
Pages
2341 - 2344
Database
ISI
SICI code
0040-4039(1996)37:14<2341:ASRTNC>2.0.ZU;2-Q
Abstract
A practical synthesis of formaldehyde, nitroethene, and nitroethane C- glycosylated with a 2-acetamido-2-deoxy-beta-D-glucopyranosyl group is described. Synthesis follows the nitromethane route and involves an u nusual, intramolecularly catalyzed beta-elimination of acetic acid and pH-controlled ozonolysis of nitronate salts. Copyright (C) 1996 Elsev ier Science Ltd