High-pressure cycloaddition of tropones to ethoxyethene. An occurrence of (4+2) and (8+2) cycloadditions.
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概要
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Although thermal cycloaddition of tropone to ethoxyethene under ordinary pressure conditions is synthetically impractical, the reaction was greatly improved under 10000 bar to give six products with 95% conversion (1 bar=10<SUP>5</SUP> Pa): the major products obtained in 66% yield were 9α- and 9β-ethoxybicyclo[3.2.2]nona-3,6-dien-2-ones, Diels–Alder adducts, which were accompanied by other two 8-ethoxy derivatives and two [8+2] cycloadducts. 2-Methoxy- and 2-chlorotropones similarly gave better results under high-pressure conditions. The <SUP>13</SUP>CNMR spectra of these Diels–Alder adducts provided useful information regarding structure elucidations.
- 公益社団法人 日本化学会の論文
著者
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Takeshita Hitoshi
Institute Of Advanced Material Study 86 Kyushu University
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Mori Akira
Institute For Materials Chemistry And Engineering Kyushu University
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Li Zhi-Hong
Graduate School of Engineering Sciences, 39, Kyushu University
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