Stereoselective synthesis of carbocyclic L-4 '-fluoro-2 ',3 '-dideoxyadenosine

Authors
Gumina, G Chong, Y Choi, Y Chu, CK
Citation
G. Gumina et al., Stereoselective synthesis of carbocyclic L-4 '-fluoro-2 ',3 '-dideoxyadenosine, ORG LETT, 2(9), 2000, pp. 1229-1231
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
9
Year of publication
2000
Pages
1229 - 1231
Database
ISI
SICI code
1523-7060(20000504)2:9<1229:SSOCL'>2.0.ZU;2-G
Abstract
L-(1'S,3'S)-9-[3-Fluoro-3-(hydroxymethyl)cyclopentan-1-yl]adenine 15 has be en synthesized from ester 2, which can be conveniently prepared from 2,3-is opropylidene-D-glyceraldehyde 1 in six steps. The key ring closure has been accomplished through an intramolecular nucleophilic substitution reaction.