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Synthetic Photochemistry. XXVI. Synthesis and Characterization of 1,4-Dioxaspiro [4.6] undeca-6,9-diene-5,8-dione, A p-Tropoquinone Monoacetal

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概要 A p-Tropoquinone acetal was prepared by the singlet oxygen-oxidation of an ethylene acetal of tropone, and was characterized as two endo-Diels-Alder adducts with cyclopentadiene, whose structures were... deduced by physicochemical data. Photochemical rearrangement of the acetal yielded a ring-contraction product, 2-hydroxyethyl (2,5-dioxo-3-cyclopentenyl) acetate. The same reaction with p-tropoquinone in methanol yielded methyl (2,5-dioxo-3-cyclopentenyl)acetate, along with photoreduced 5-hydroxytropolone.続きを見る

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登録日 2010.06.12
更新日 2020.11.02