EFFICIENT REMOVAL OF SUGAR O-TOSYL GROUPS AND HETEROCYCLE HALOGENS FROM PURINE NUCLEOSIDES WITH SODIUM NAPHTHALENIDE

Authors
LEWANDOWSKA E NESCHADIMENKO V WNUK SF ROBINS MJ
Citation
E. Lewandowska et al., EFFICIENT REMOVAL OF SUGAR O-TOSYL GROUPS AND HETEROCYCLE HALOGENS FROM PURINE NUCLEOSIDES WITH SODIUM NAPHTHALENIDE, Tetrahedron, 53(18), 1997, pp. 6295-6302
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
18
Year of publication
1997
Pages
6295 - 6302
Database
ISI
SICI code
0040-4020(1997)53:18<6295:EROSOG>2.0.ZU;2-K
Abstract
Sodium naphthalenide effects removal of 2'-, 3'-, or 5'-O-tosyl groups from the sugar, and 2-, 6-, or 8-halogens from purine nucleosides. An improved tosyl protection strategy was developed for the synthesis of 9-(3-deoxy-3-fluoro-beta-D-xylofuranosyl)adenine from 2',5'-di-O-tosy ladenosine. (C) 1997 Elsevier Science Ltd.