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Photochemically induced reactions of cis,cis-cyclooctadienone

✍ Scribed by Albert R. Matlin; Kyo Jin

Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 218 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)80269-0

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✦ Synopsis

Irradiation of 2,7-cyclooctadienone 1 produces cis,trans-2,7-cyclooctadienone 5 which has been characterized by low temperature, 13C NMR. Dienone 5 is in equilibrium with a zwitterionic oxyallyl species 6 via B, B bond formation.

Zwitterion 6 forms cycloadducts with ethyl vinyl ether and 2-methoxypropene.

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