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Photochemische Reaktionen. 74. Mitteilung. Notiz zur Photoreaktivität ausgewählter ungesättigter Ketoalkohole der Jononreihe
Author(s) -
von Wartburg Beat R.,
Wolf Hans R.,
Jeger Oskar
Publication year - 1973
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19730560616
Subject(s) - chemistry , allylic rearrangement , acetonitrile , ether , irradiation , enone , medicinal chemistry , stereochemistry , organic chemistry , physics , nuclear physics , catalysis
UV.‐irradiation (λ = 254 nm) of the hydroxy‐enones 3 and 6 in acetonitrile results in the cyclization to the unstable isomeric allylic alcohols 4 and 7 , which dehydrate easily to the isolated unsaturated ether 5 and 8 . The racemic γ,δ‐dihydroxy‐enone 9 upon irradiation under the same conditions gives rise to the exclusive formation of the furane‐compound 11 .