Regioselective Allylations of Pyrimidine Ribonucleosides Using Pd(0) Catalyst

Abstract

A novel procedure for regiospecific O-allylation of pyrimidine ribonucleosides is reported by using Pd(PPh₃)₄–allyl ethyl carbonate reagent to synthesize 2′-O-allyluridine and 2′-O-allylcytidine. 3-N-allylation of the pyrimidine ring is prevented by protection of uridine imide function by 4-O-(2,5-dimethylphenyl) group which can be transformed to 4-oxo function of uridine or exocyclic amino function of cytidine.