Tetrahedron p. 2147 - 2154 (1985)
Update date:2022-08-05
Topics:
Matsumoto, Masakatsu
Dobashi, Satoshi
Kuroda, Keiko
Kondo, Kiyosi
Sensitized photo-oxygenation of a wide variety of acyclic 1,3-dienes was investigated.The 1,4-cycloaddition of singlet oxygen to acyclic conjugated dienes was closely related to the thermal Diels-Alder reaction in stereospecificity, and steric and electronic effects of substituents.Reactivity order of singlet oxygen toward conjugated dienes and isolated C-C double bonds was exhibited as follows: trisubstituted monoolefins > 2-substituted 1,3-dienes > disubstituted mono-olefins.
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