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Synlett 1992; 1992(8): 676-678
DOI: 10.1055/s-1992-21455
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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
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Publication Date:
08 March 2002 (online)

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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.

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