Issue 38, 2015

Diastereoselective synthesis of P-chirogenic phosphoramidate prodrugs of nucleoside analogues (ProTides) via copper catalysed reaction

Abstract

The first copper-catalysed diastereoselective synthesis of P-chiral phosphoramidate prodrugs (ProTides) is reported. This procedure allows the synthesis of diastereomeric-enriched mixtures of ProTides. Application of this methodology to the asymmetric phosphorylation of purine and pyrimidine nucleoside analogues is presented.

Graphical abstract: Diastereoselective synthesis of P-chirogenic phosphoramidate prodrugs of nucleoside analogues (ProTides) via copper catalysed reaction

Supplementary files

Article information

Article type
Communication
Submitted
16 Jan 2015
Accepted
02 Apr 2015
First published
02 Apr 2015
This article is Open Access
Creative Commons BY license

Chem. Commun., 2015,51, 8070-8073

Author version available

Diastereoselective synthesis of P-chirogenic phosphoramidate prodrugs of nucleoside analogues (ProTides) via copper catalysed reaction

F. Pertusati and C. McGuigan, Chem. Commun., 2015, 51, 8070 DOI: 10.1039/C5CC00448A

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