Simple generation of nonstabilized azomethine ylides through decarboxylative condensation of .ALPHA.-amino acids with carbonyl compounds via 5-oxazolidinone intermediates.
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概要
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Heating α-amino acids with a variety of carbonyl compounds generates <I>N</I>-unsubstituted or <I>N</I>-substituted azomethine ylides of nonstabilized types through the elimination of water and carbon dioxide. The ylides are captured by olefinic, acetylenic, and carbonyl dipolarophiles producing pyrrolidines, pyrrolines, and oxazolidines. The reaction involves intermediary 5-oxazolidinones which can be sometimes isolated. Some synthetic equivalents of parent azomethine ylide, methaniminium methylide, are accessible by this route.
- 公益社団法人 日本化学会の論文
著者
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Kanemasa Shuji
Institute Of Advanced Material Study Kyushu University
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Ohe Masayuki
Institute of Advanced Material Study, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
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Takenaka Shigeori
Institute of Advanced Material Study, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
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Takenaka Shigeori
Institute of Advanced Material Study, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences
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Tsuge Otohiko
Institute of Advanced Material Study, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences
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