Synlett 1992; 1992(8): 676-678
DOI: 10.1055/s-1992-21455
© 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.

Stereoselective Synthesis of (1R)-1-C-(6-Amino-7H-purin-8-yl)-1,4-anhydro-2,3-dideoxy-3-fluoro-D-erythro-pentitol1

Péter Péchy* , Fabrizio Gasparini, Pierre Vogel
  • *Section de chimie de l'Université, 2 rue de la Barre, CH-1005 Lausanne, Switzerland
Further Information

Publication History

Publication Date:
08 March 2002 (online)

The "naked sugar" (+)-(1R,2S,4R)-2-cyano-7-oxa-bicyclo [2.2.1]hept-5-en-2-yl (1S)-camphanate [(+)-3] (Diels-Alder adduct of furan with 1-cyanovinyl (1S)-camphanate) was converted into (1R)-1-C-(6-amino-7H-purin-8-yl)-1,4-anhydro-2, 3-dideoxy-3-fluoro-D-erythro-pentitol [(+)-2] in nine synthetic steps and 12% overall yield.