Reaction Kinetics of Oxyphosphoranes with Model Compounds of Nucleosides

Ester exchange reaction kinetics of oxyphosphoranes with several kinds of alcohols, the model compounds for nucleosides, has been investigated. Comparison of the reaction rates of oxyphosphorane (1) with alcohols indicated that the ester exchange rates of diols were much faster than that of monoalcohols. These results might provide a clue for the intrinsic difference between ribonucleotides and 2′-deoxyribonucleotides.