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Article Dans Une Revue SYNLETT Année : 2011

Stereocontrolled Synthesis and Biological Evaluation of Novel Carbocyclic Nucleosides Analogues of Neplanocin F and Abacavir

Résumé

Starting from a readily available building block, two straightforward diastereoselective approaches to functionalized 3'-methyl-branched carbocyclic nucleoside analogues of neplanocin F and abacavir bearing different purine bases are described. The key steps are a regioselective allylic hydroxylation in the first approach and a ring opening of a cyclic carbonate for the second one, affording allylic alcohols as carbasugar intermediates. In both cases, the carbasugars thus synthesized are then coupled with different purine bases.

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Chimie
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Dates et versions

hal-01460293 , version 1 (07-02-2017)

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Citer

Ali Douadi, Paul Brémond, Touhami Lanez, Christophe Pannecouque, Gérard Audran. Stereocontrolled Synthesis and Biological Evaluation of Novel Carbocyclic Nucleosides Analogues of Neplanocin F and Abacavir. SYNLETT, 2011, 1, pp.111--115. ⟨10.1055/s-0030-1259100⟩. ⟨hal-01460293⟩
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