Synthetic photochemistry. XLVI. Cycloaddition of exo, endo-2,7-bis-(methoxycarbonyl)-11,12-dioxatetracyclo[6.2.1.13,6.02,7]dodeca-4,9-diene and conjugated enones and p-quinones.

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概要

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• Photocycloaddition of <I>exo</I>,<I>endo</I>-2,7-bis(methoxycarbonyl)-11,12-dioxatetracyclo[6.2.1.1<SUP>3,6</SUP>.0<SUP>2,7</SUP>]dodeca-4,9-diene with conjugated enones and <I>p</I>-quinones occurred exclusively at the exo-addition moiety to give [2+2]cycloadducts. From cyclohexenone, all four possible photoadducts were obtained. A single photoadduct from cyclopentenone was a cis-transoid-cis isomer. Upon thermolysis, cyclobutene derivatives were formed from these photoadducts. An acid treatment of oxetane derivatives derived from photoadducts of <I>p</I>-quinones afforded Michael adducts instead of dienone–phenol rearrangement products.

• 公益社団法人 日本化学会の論文

著者

• KATO Nobuo

  Institute of Advanced Material Study, 86 Kyushu University

• Takeshita Hitoshi

  Institute Of Advanced Material Study 86 Kyushu University

• Mori Akira

  Institute For Materials Chemistry And Engineering Kyushu University

• Tian Guan

  Institute of Advanced Material Study, 86, Kyushu University

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