Photochemistry of bicyclo[2.2.2]octenones: an uncommon oxidative decarbonylation

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Tsung-Ho Lee, Polisetti Dharma Rao and Chun-Chen Liao


Abstract

Several substituted 3,3-dialkoxy-5-methoxycarbonylbicyclo[2.2.2]oct-5-en-2-ones underwent unusual oxidative decarbonylation to produce polysubstituted cyclohexenes upon direct irradiation and usual ODPM rearrangement under sensitized conditions. A plausible mechanism for the oxidative decarbonylation is also given.


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