ID | 48101 |
フルテキストURL | |
著者 |
Mandai, Hiroki
Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University
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Irie, Shunsuke
Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University
Mitsudo, Koichi
Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University
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Suga, Seiji
Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University
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抄録 | Diastereoselective Ugi reactions of DMAP-based aldehydes with α-amino acids and tert-butyl isocyanide were examined. The reactions of 4-(dimethylamino)-2-pyridine-carboxaldehyde with various α-amino acids afforded 2-substituted DMAP derivatives with low diastereoselectivity. On the contrary, reactions with 4-(dimethylamino)-3-pyridine-carboxaldehyde delivered 3-substituted DMAP derivatives with moderate to high diastereoselectivity. The combination of α-amino acid and DMAP-based aldehyde is thus important to achieve high diastereoselectivity. Kinetic resolution of a secondary alcohol using a chiral DMAP derivative obtained through these reactions was also examined.
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キーワード | multicomponent reaction
Ugi reaction
chiral DMAP
kinetic resolution
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発行日 | 2011-10-20
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出版物タイトル |
Molecules
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巻 | 16巻
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号 | 10号
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出版者 | MDPI
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開始ページ | 8815
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終了ページ | 8832
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ISSN | 1420-3049
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資料タイプ |
学術雑誌論文
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プロジェクト |
エネルギー環境新素材拠点
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言語 |
英語
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著作権者 | © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
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論文のバージョン | publisher
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査読 |
有り
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DOI | |
Web of Science KeyUT |