REACTION OF ANHYDRONUCLEOSIDES WITH MAGNESIUM ALKOXIDES - REGIOSPECIFIC SYNTHESIS OF 2'-O-ALKYLPYRIMIDINE NUCLEOSIDES

Authors
Citation
Dpc. Mcgee et Ys. Zhai, REACTION OF ANHYDRONUCLEOSIDES WITH MAGNESIUM ALKOXIDES - REGIOSPECIFIC SYNTHESIS OF 2'-O-ALKYLPYRIMIDINE NUCLEOSIDES, Nucleosides & nucleotides, 15(11-12), 1996, pp. 1797-1803
Citations number
35
Categorie Soggetti
Biology
Journal title
ISSN journal
07328311
Volume
15
Issue
11-12
Year of publication
1996
Pages
1797 - 1803
Database
ISI
SICI code
0732-8311(1996)15:11-12<1797:ROAWMA>2.0.ZU;2-O
Abstract
A novel approach to 2'-O-alkylpyrimidine nucleosides involving a 3'hyd roxyl assisted intramolecular delivery of a divalent metal alkoxide le ads to a regiospecific opening of the anhydropyrimidine linkage at the 2'-position. Thus, reaction of 5'-protected 2,2'-anhydrouridine with magnesium or calcium alkoxides in DMF affords exclusively the correspo nding 2'-O-alkyluridines in reasonable yields.