Reaction of Aromatic N-Oxides with Dipolarophiles. XV. Formation of the 1,5-Sigmatropy Products and Their Double Ene Reaction Products
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概要
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In connection with the pericyclic reaction of 3,5-dimethylpyridine N-oxide with N-substituted maleimides, the structure of a 1,5-sigmetropy product was determined by the X-ray crystallographic method. In the reaction of 2-alkylpyridine N-oxides with N-substituted maleimides, we have isolated a series of 1 : 3 ene reaction products of a new type.The primary exo cycloadducts readily transform into the endo 1,5-sigmatropic rearrangement products, which again react with two molecules of N-substituted maleimide to give the 1 : 3 ene reactio products. The observed reaction behavior and plausible reaction pathways are discussed in terms of frontier molecular orbital considerations.
- 公益社団法人日本薬学会の論文
- 1991-01-25
著者
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松岡 俊和
Faculty Of Pharmaceutical Sciences Kumamoto University
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原野 一誠
Faculty of Pharmaceutical Sciences, Kumamoto University
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久野 拓造
Faculty Of Pharmaceutical Sciences Kumamoto University
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原野 一誠
熊本大学 薬
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原野 一誠
熊本大学薬学部
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久野 拓三
熊本大学薬学部
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小野 菊馬
Faculty of Pharmaceutical Sciences, Kumamoto University
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小野 菊馬
Faculty Of Pharmaceutical Sciences Kumamoto University
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