Current Organic Synthesis

Author(s): Christophe Len and Denis Postel

DOI: 10.2174/157017906777934881

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Synthesis of 2,3-Didehydro-2,3-dideoxynucleosides via Nucleoside Route.

Page: [261 - 281] Pages: 21

  • * (Excluding Mailing and Handling)

Abstract

2,3-Didehydro- and 2,3-dideoxynucleosides are both potent antiviral agents. In particular, they are Nucleoside Reverse Transcriptase Inhibitors and hence active against HIV, the ethiological agent of AIDS. They are also intermediates for the synthesis of antiviral 2,3-dideoxynucleosides. Various aspects of synthetic routes to 2,3-unsaturated nucleosides are reviewed with examples being chosen from work published between 1966 and 2003.

Keywords: reverse transcriptase (RT), Halogenoacetate, bromomesylate, deprotection, Eastwood reaction