title: Enantiodivergent synthesis of cyclohexenyl nucleosides.
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.
authors.affiliation: Departament de Química, Universitat Autònoma de Barcelona, 08193 Bellaterra, Spain.
authors.forename: Eric
authors.initials: E
authors.lastname: Ferrer
authors.forename: Ramon
authors.initials: R
authors.lastname: Alibés
authors.forename: Félix
authors.initials: F
authors.lastname: Busqué
authors.forename: Marta
authors.initials: M
authors.lastname: Figueredo
authors.forename: Josep
authors.initials: J
authors.lastname: Font
authors.forename: Pedro
authors.initials: P
authors.lastname: de March
mesh_terms: D019380:Anti-HIV Agents; D001573:Benzoin; D053138:Cyclohexenes / Q000138:chemical synthesis*; D009705:Nucleosides / Q000138:chemical synthesis*; D011687:Purines / Q000138:chemical synthesis; D011743:Pyrimidines / Q000138:chemical synthesis
chemical_list: D019380:Anti-HIV Agents; D053138:Cyclohexenes; D009705:Nucleosides; D011687:Purines; D011743:Pyrimidines; D001573:Benzoin