Studies on the Synthesis of DMAP Derivatives by Diastereoselective Ugi Reactions
書誌事項
- 公開日
- 2011-10-20
- 資源種別
- journal article
- 権利情報
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- © 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/).
- DOI
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- 10.3390/molecules16108815
- 公開者
- MDPI
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説明
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.
収録刊行物
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- Molecules
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Molecules 16 (10), 8815-8832, 2011-10-20
MDPI
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詳細情報 詳細情報について
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- CRID
- 1050283687400901248
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- NII論文ID
- 120003874229
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- ISSN
- 14203049
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- 本文言語コード
- en
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- 資料種別
- journal article
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- データソース種別
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