Enantiodivergent synthesis of cyclohexenyl nucleosides

Èric Ferrer, Ramon Alibés, Félix Busqué, Marta Figueredo, Josep Font, Pedro De March

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Abstract

An enantiodivergent synthesis of several cyclohexenyl nucleosides has been efficiently completed starting from the enantiopure hydrobenzoin-derived monoketal of cyclohex-2-en-1,4-dione, (+)-5. Stereodiversity was accomplished on the base coupling step. This methodology has proved to be useful for the synthesis of enantiopure pyrimidine and purine nucleoside analogues, which anti-HIV activity has been evaluated. © 2009 American Chemical Society.
Original languageEnglish
Pages (from-to)2425-2432
JournalJournal of Organic Chemistry
Volume74
Issue number6
DOIs
Publication statusPublished - 20 Mar 2009

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    Ferrer, È., Alibés, R., Busqué, F., Figueredo, M., Font, J., & De March, P. (2009). Enantiodivergent synthesis of cyclohexenyl nucleosides. Journal of Organic Chemistry, 74(6), 2425-2432. https://doi.org/10.1021/jo802492g