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Synthesis 1995; 1995(12): 1465-1479
DOI: 10.1055/s-1995-4142
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Nitrogen Glycosylation Reactions Involving Pyrimidine and Purine Nucleoside Bases with Furanoside Sugars

Lawrence J. Wilson, Michael W. Hager, Yahya A. El-Kattan, Dennis C. Liotta*
  • *Department of Chemistry, Emory University, Atlanta, GA 30322, USA, Fax +1(404)7274010; E-mail dliotta@dooley.cc.emory.edu
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Publikationsdatum:
31. Dezember 2000 (online)

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Different approaches for the synthesis of nucleoside analogs (potential HIV inhibitors) are described. Starting from a suitably substituted furanose ring, it is demonstrated that a high facial stereocontrol of the glycosylation reaction can be effected. Different reaction conditions including Lewis acid promoted, SN2 displacement and some enzymatic methodologies for the stereoselective synthesis of these compounds are reviewed.

Stereoselective control of the glycosylation reactions are reviewed