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Photochemische Reaktionen. 74. Mitteilung. Notiz zur Photoreaktivität ausgewählter ungesättigter Ketoalkohole der Jononreihe

✍ Scribed by Beat R. von Wartburg; Hans R. Wolf; Oskar Jeger


Publisher
John Wiley and Sons
Year
1973
Tongue
German
Weight
309 KB
Volume
56
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

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.


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## Abstract On triplet sensitization (__E__)‐**5** gives (__Z__)‐**5** and isomerizes __via__ C(δ), O‐bond cleavage to the cyclobutanone **6** and the conjugated γ‐ketoester **7**. ‐ On singulet excitation **6** undergoes decarbonylation and yields the bicyclo [4.1.0]heptane **8**. However, on trip