Two easy photochemical methods for the conversion of commercial ionone alpha into regioisomerically enriched gamma-ionone and gamma-dihydroionone (Articolo in rivista)

Type
Label
  • Two easy photochemical methods for the conversion of commercial ionone alpha into regioisomerically enriched gamma-ionone and gamma-dihydroionone (Articolo in rivista) (literal)
Anno
  • 2007-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1002/ffj.1832 (literal)
Alternative label
  • Serra S., Fuganti C., Brenna E. (2007)
    Two easy photochemical methods for the conversion of commercial ionone alpha into regioisomerically enriched gamma-ionone and gamma-dihydroionone
    in Flavour and fragrance journal (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Serra S., Fuganti C., Brenna E. (literal)
Pagina inizio
  • 505 (literal)
Pagina fine
  • 511 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 22 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • CNR-ICRM Politecnico di Milano (literal)
Titolo
  • Two easy photochemical methods for the conversion of commercial ionone alpha into regioisomerically enriched gamma-ionone and gamma-dihydroionone (literal)
Abstract
  • Commercial ionone alpha was converted into regioisomerically enriched gamma-ionone and gamma-dihydroionone by mean of two synthetic routes, each involving a photochemical reaction as a key step. Using visible light, oxygen and methylene blue as photosensitizer, ionone alpha was transformed in 4-hydroxy-gamma-ionone isomers, which were deoxygenated to afford gamma-ionone by mean of triethylammonium formate in the presence of (Ph3P)(2)PdCl2 as catalyst. Irradiation of dihydro-a-ionol acetate, using high-pressure mercury lamps and xylene as photosensitizer afforded gamma-dihydroionol acetate, which, after purification by crystallization of the corresponding p-nitrobenzoyl ester, was converted to pure gamma-dihydroionone. (literal)
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