Synthesis 1995; 1995(12): 1465-1479
DOI: 10.1055/s-1995-4142
review
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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
Further Information

Publication History

Publication Date:
31 December 2000 (online)

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.