Mild and Regiospecific Phosphorylation of Nucleosides

Romualdo Caputo; Annalisa Guaragna; Silvana Pedatella; Giovanni Palumbo

doi:10.1055/s-1997-950

Synlett 1997; 1997(8): 917-918
DOI: 10.1055/s-1997-950

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Mild and Regiospecific Phosphorylation of Nucleosides

Romualdo Caputo, Annalisa Guaragna, Silvana Pedatella, Giovanni Palumbo^*

^*Dipartimento die Chimica Organica e Biologica, Università di Napoli Federico II, Via Mezzocanone, 16, I-80134 Napoli (Italy), Fax: +39 81 704 1283; e-mail: ctsgroup@cds.unina.it

Abstract

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Nucleosides are reported to be conveniently phosphorylated by diphenylphosphate previously activated with a triarylphosphine-_I2 complex. The reaction is characterised by mild conditions, high yields, easy work-up and purification of the final product. The activation of the phosphorylating agent, unlike Mitsunobu reaction, enables to avoid the usual inversion of configuration at C-3'.

phosphorylation - diphenylphosphate - nucleosides - phosphine - esterification

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