SYNTHETIC APPLICATIONS OF RAMBERG-BACKLUND DERIVED EXO-GLYCALS

Authors
ALCARAZ ML GRIFFIN FK PATERSON DE TAYLOR RJK
Citation
Ml. Alcaraz et al., SYNTHETIC APPLICATIONS OF RAMBERG-BACKLUND DERIVED EXO-GLYCALS, Tetrahedron letters, 39(44), 1998, pp. 8183-8186
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
44
Year of publication
1998
Pages
8183 - 8186
Database
ISI
SICI code
0040-4039(1998)39:44<8183:SAORDE>2.0.ZU;2-Y
Abstract
Synthetic applications of the title glycals, prepared from S-glycoside dioxides using the Meyers' variant of the Ramberg-Backlund rearrangem ent are described. These include a formal total synthesis of a novel b eta-glycosidase inhibitor, and an efficient route to spirocyclic gluco se derivatives. In addition, silyl methodology has been developed whic h allows unprotected exo-glycals to be synthesised. (C) 1998 Elsevier Science Ltd. All rights reserved.