Abstract

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-eryt hro-pentitol [(+)-2] in nine synthetic steps and 12% overall yield.

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