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A new synthetic approach to 2,3-dideoxy-2-fluoro-β-d-threo-pentofuranose, the fluorofuranose unit of the anti-HIV-active nucleoside, β-FddA

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
45
Issue
4
Identifiers
DOI: 10.1016/j.tetlet.2003.11.020
Keywords
  • Anti-Viral
  • Fluorofuranose
  • Epoxide Ring Opening
  • Phenylthioacetic Acid
  • Stereospecific Fluorination

Abstract

Abstract The fluorinated furanose unit of the anti-HIV-active nucleoside (2,3-dideoxy-2-fluoro-β- d- threo-pentofuranosyl)adenine, β-FddA, has been synthesized as its 5-trityl derivative with high stereocontrol from ( S)-trityl glycidol and phenylthioacetic acid.

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