Lewis acid mediated synthesis of 2-alkenenitriles using C,N-bis(trimethylsilyl)ketenimine and carbonyl compounds.
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概要
- 論文の詳細を見る
2-Substituted 2-alkenenitriles are obtained in the condensation reaction of carbonyl compounds with <I>C</I>,<I>N</I>-bis(trimethylsilyl)ketenimine in the presence of Lewis acid. The combination of tris(trimethylsilyl)ketenimine and aldehydes results in the high <I>E</I>-selective formation of 2-trimethylsilyl-2-alkenenitriles. Among some Lewis acids, magnesium bromide gives the best <I>E</I>-selectivity in the formation of 2-trimethylsilyl-2-undecenenitrile. Stereospecific protodesilylation of 2-trimethylsilyl-2-alkenenitriles in an aqueous methanol solution of potassium fluoride accomplishes a new route to (<I>Z</I>)-2-alkenenitriles from aldehydes.
- 公益社団法人 日本化学会の論文
著者
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Izumi Yusuke
Department of Cardiology Ogakii Municipal Hospital
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MATSUDA Isamu
Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University
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Okada Hisashi
Department Of Autonomic And Behavioral Neurosciences Division Of Higher Nervous Control Research Ins
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Okada Hisashi
Department of Synthetic Chemistry, Faculty of Engineering, Nagoya University
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