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Photochemische Reaktionen. 116. Mitteilung [1]. Notiz zur 1 γ, δ*‐induzierten Photospaltung von γ, δ‐Epoxy‐eucarvon
Author(s) -
Tsutsumi Kentaro,
Wolf Hans Richard
Publication year - 1980
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.19800630828
Subject(s) - chemistry , bicyclic molecule , cyclohexene , bond cleavage , cyclohexenone , cleavage (geology) , epoxy , photochemistry , stereochemistry , medicinal chemistry , organic chemistry , catalysis , geotechnical engineering , fracture (geology) , engineering
π, π*‐Induced Photocleavage of γ, δ‐Epoxy‐eucarvone . On 1 π, π*‐excitation 1 undergoes cleavage of the C, C‐oxirane bond ( 1 → c ) and isomerizes to the bicyclic dihydrofurane compound 5 . In addition, 1 shows photocleavage of the C (γ), O‐oxirane bond ( 1 → d ) and gives the isomers 2, 3, 6, 7 and 8. Furthermore, the cyclohexenone 9 and the cyclohexene‐1, 4‐dione 10 are formed presumably via an intermediate 13 , which could also arise from d. Besides these products the compounds 11 and 12 are obtained, which are photoproducts of 2 .