Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Regioselective Allylations of Pyrimidine Ribonucleosides Using Pd(0) Catalyst
Vaijayanti KumarVidhya GopalakrishnanK. Nagappa Ganesh
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1992 Volume 65 Issue 6 Pages 1665-1667

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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.

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© 1992 The Chemical Society of Japan
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