SYNTHESIS OF 2'-DEOXY-2'-PHENYLSELENENYL-FURANOSYL NUCLEOSIDES FROM GLYCALS USING ELECTROPHILIC SELENIUM REAGENTS - CONVERSION INTO 2'-DEOXYNUCLEOSIDES

Authors
DIAZ Y ELLAGHDACH A CASTILLON S
Citation
Y. Diaz et al., SYNTHESIS OF 2'-DEOXY-2'-PHENYLSELENENYL-FURANOSYL NUCLEOSIDES FROM GLYCALS USING ELECTROPHILIC SELENIUM REAGENTS - CONVERSION INTO 2'-DEOXYNUCLEOSIDES, Tetrahedron, 53(31), 1997, pp. 10921-10938
Citations number
68
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
31
Year of publication
1997
Pages
10921 - 10938
Database
ISI
SICI code
0040-4020(1997)53:31<10921:SO2NFG>2.0.ZU;2-M
Abstract
2'-Deoxy-2'-phenylselenenyl-furanosyl nucleosides have been synthesize d stereoselectively from glycals using selenium reagents, and converte d into 2'-deoxynucleosides by treatment with tributyltin hydride. Some of the factors which affect the stereoselectivity of the reaction are the stereochemistry at position 3, the nature of the protecting group s, the phenylselenenyl reagent and the solvent. (C) 1997 Elsevier Scie nce Ltd.