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
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.