Electronic control of stereoselectivity in the metal hydride reductions of 1,2,3,4-tetrahydro-1,4-methanonaphthalen-9-ones.
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概要
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Stereoselectivity in the metal hydride reduction of a series of substituted 1,2,3,4-tetrahydro-1,4-methanonaphthalen-9-ones was investigated in relation to their homoconjugation character. The observed stereoselectivity sequence was found to be parallel with the homoconjugation sequence: the portion of anti-attack increases as the benzene ring becomes electron-rich. The results are rationalized in terms of the transition state model proposed by Cieplak or of the contribution of the nonclassical carbocation in the transition state.
- 公益社団法人 日本化学会の論文
著者
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Oda Masaji
Department Of Chemistry Faculty Of Science Osaka University
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Okada Keiji
Department Of Chemistry Faculty Of Science Osaka University
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OKADA Keiji
Department of Chemistry, Faculty of Science, Osaka University
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Tomita Seiji
Department of Chemistry, Faculty of Science, Osaka University
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