A michael addition and alkylation sequence using methyl 2-(trimethylsilyl)propenoate. Stereoselective synthesis of .ALPHA.-silyl esters.
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概要
- 論文の詳細を見る
Michael addition of organomagnesiums or -lithiums with methyl 2-(trimethylsilyl)propenoate leads to either 1:1 or 1:2 adduct anions, depending upon the reaction conditions and the reactivity of donor molecules. The adduct anions, both 1:1 and 1:2 types, are quenched with alkyl halides or water in a highly stereoselective manner to produce α-silylated esters. A rigid intramolecular chelation working in the adduct anions is partly responsible for the high selectivity.
- 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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Tanaka Junji
Institute Of Advanced Material Study Kyushu University
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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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Kanemasa Shuji
Institute of Advanced Material Study, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
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Ninomiya Yusuke
Institute of Advanced Material Study, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
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Tanaka Junji
Institute of Advanced Material Study, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
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