NEW ACCESS TO AZA-C-DISACCHARIDES BY CYCLOADDITIONS OF PYRROLINE N-OXIDES TO GLYCALS

Authors
CARDONA F VALENZA S GOTI A BRANDI A
Citation
F. Cardona et al., NEW ACCESS TO AZA-C-DISACCHARIDES BY CYCLOADDITIONS OF PYRROLINE N-OXIDES TO GLYCALS, Tetrahedron letters, 38(46), 1997, pp. 8097-8100
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
46
Year of publication
1997
Pages
8097 - 8100
Database
ISI
SICI code
0040-4039(1997)38:46<8097:NATABC>2.0.ZU;2-B
Abstract
A novel, highly stereoselective intermolecular cycloaddition reaction of simple and enantiopure cyclic nitrones to glucose and galactose-der ived 1,2-glycals offers a direct access to a new class of pseudoaza-C- disaccharides with isoxazolidine structure, potential glycosidase inhi bitors. The synthesis of new (1-->2)-linked aza-disaccharides is accom plished by simple reductive ring-opening of the isoxazolidine. (C) 199 7 Elsevier Science Ltd.