Synthesis of 2 ',3 '-dideoxy-3 ',3 '-difluoro and 2 ',3 '-dideoxy-2 ',2 '-difluoropyranosyl nucleosides analogues of gemcitabine

Authors
Fernandez, R Castillon, S
Citation
R. Fernandez et S. Castillon, Synthesis of 2 ',3 '-dideoxy-3 ',3 '-difluoro and 2 ',3 '-dideoxy-2 ',2 '-difluoropyranosyl nucleosides analogues of gemcitabine, TETRAHEDRON, 55(28), 1999, pp. 8497-8508
Citations number
52
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
28
Year of publication
1999
Pages
8497 - 8508
Database
ISI
SICI code
0040-4020(19990709)55:28<8497:SO2'''>2.0.ZU;2-F
Abstract
The gem-difluoronucleosides 1 and 2, pyranosyl analogues of gemcitabine, ha ve been synthesized from D-mannose and D-glucose respectively. The key step s were the formation of the difluoromethylene group by reaction of the corr esponding ulose with DAST, and the glycosylation. (C) 1999 Elsevier Science Ltd. All rights reserved.