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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
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
Suga, Seiji Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University
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.
キーワード
multicomponent reaction
Ugi reaction
chiral DMAP
kinetic resolution
発行日
2011-10-20
出版物タイトル
Molecules
16巻
10号
出版者
MDPI
開始ページ
8815
終了ページ
8832
ISSN
1420-3049
資料タイプ
学術雑誌論文
プロジェクト
エネルギー環境新素材拠点
言語
English
OAI-PMH Set
岡山大学
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/).
論文のバージョン
publisher
査読
有り
DOI
Web of Sience KeyUT