Abnormal nazarov reaction. A new synthetic approach to 2,3-disubstituted 2-cyclopentenones.
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概要
- 論文の詳細を見る
Acid-catalyzed reaction of β,β′-disubstituted cross conjugated dienones or the corresponding ethylene acetals gives mainly 2,3-disubstituted 2-cyclopentenones in stead of the simple Nazarov cyclization products, 3,4-disubstituted 2-cyclopentenones. This transformation is explained in terms of electrocyclic ring-closure, addition of hydroxylic solvent(s), tautomerization of the resulting 2-hydroxycyclopentanone intermediates, followed by solvolysis and isomerization. Based on this working hypothesis a new route to jasmonoids is disclosed which involves acid-treatment of the acyloin disilyl ethers derived from substituted glutarates.
- 公益社団法人 日本化学会の論文
著者
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Takagi Seiji
Department Of Biochemical Engineering Kyushu Institute Of Technology
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Hiyama Tamejiro
Department Of Marerial Chemistry Graduate School Of Engineering Kyoto University
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Nozaki Hitosi
Department of Industrial Chemistry, Faculty of Engineering Kyoto University
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Takagi Seiji
Department of Industrial Chemistry, Kyoto University
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Hirano Shigeo
Department of Industrial Chemistry, Kyoto University
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