A short and novel synthesis of carbocyclic nucleosides and 4 0-epi-carbocyclic nucleosides from 2-cyclopenten-1-ones
نویسندگان
چکیده
Carbocyclic nucleoside analogues remain interesting target molecules having the potential to combine biological activity with greater metabolic stability than their sugar counterparts. This paper describes a rapid and versatile synthetic approach to such compounds based on commercial cyclopentenones (e.g., 1) that has been developed in our laboratory. Carbocyclic nucleosides like 2 0-methylaristeromycin 6 were synthesized in racemic form in 5 steps via key intermediate 4. The procedure was also adapted to the preparation of 4 0-epi-carbocyclic nucleosides using epoxide 17 instead of 4 and employing the same methodology. q 2005 Elsevier Ltd. All rights reserved.
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