Enantioselective synthesis of 1-(R)-hydroxypolygodial and its 9alpha epimer, 1-(R)-hydroxyisotadeonal (Articolo in rivista)

Type
Label
  • Enantioselective synthesis of 1-(R)-hydroxypolygodial and its 9alpha epimer, 1-(R)-hydroxyisotadeonal (Articolo in rivista) (literal)
Anno
  • 2007-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.tet.2007.04.059 (literal)
Alternative label
  • Della Monica C., Della Sala G., Izzo I., De Petrocellis L., Di Marzo V. , Spinella A. (2007)
    Enantioselective synthesis of 1-(R)-hydroxypolygodial and its 9alpha epimer, 1-(R)-hydroxyisotadeonal
    in Tetrahedron (Oxf., Print); Pergamon-Elsevier Science Ltd., Oxford (Regno Unito)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Della Monica C., Della Sala G., Izzo I., De Petrocellis L., Di Marzo V. , Spinella A. (literal)
Pagina inizio
  • 6866 (literal)
Pagina fine
  • 6873 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 63 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 29 (literal)
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • 1. Univ Salerno, Dipartimento Chim, I-84084 Salerno, Italy 2. Inst Cibernet, Endocannabinoid Res Grp, I-80078 Pozzuoli, Italy 3. CNR, Inst Chim Biomol, Endocannabinoid Res Grp, I-80078 Pozzuoli, Italy (literal)
Titolo
  • Enantioselective synthesis of 1-(R)-hydroxypolygodial and its 9alpha epimer, 1-(R)-hydroxyisotadeonal (literal)
Abstract
  • The enantioselective synthesis of 1-(R)-hydroxypolygodial and its epimer at C-9 is described. a-Ionone was the starting material. Key steps of these syntheses included a Corey–Bakshi–Shibata oxazaborolidine-mediated reduction and a stereoselective Diels–Alder reaction. No vanilloid activity was detected for both compounds in assays on VR1 vanilloid receptor in HEK cells transfected with the human VR1. (literal)
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