Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones
A highly efficient quinine-derived primary-amine-catalyzed asymmetric aldol addition of hydroxyacetone to arylglyoxals is described. Structurally diverse <i>anti</i>-2,3-dihydroxy-1,4-diones were generated in high yields, with good diastereoselectivities and enantioselectivities.
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2020-02-01
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| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/25/3/648 |
| _version_ | 1819040922104496128 |
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| author | Yu-Hao Zhou Yu-Zu Zhang Zhu-Lian Wu Tian Cai Wei Wen Qi-Xiang Guo |
| author_facet | Yu-Hao Zhou Yu-Zu Zhang Zhu-Lian Wu Tian Cai Wei Wen Qi-Xiang Guo |
| author_sort | Yu-Hao Zhou |
| collection | DOAJ |
| description | A highly efficient quinine-derived primary-amine-catalyzed asymmetric aldol addition of hydroxyacetone to arylglyoxals is described. Structurally diverse <i>anti</i>-2,3-dihydroxy-1,4-diones were generated in high yields, with good diastereoselectivities and enantioselectivities. |
| first_indexed | 2024-12-21T09:16:47Z |
| format | Article |
| id | doaj.art-ae5ab1fb6c774b008aa8174d2e0d0aa6 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-21T09:16:47Z |
| publishDate | 2020-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-ae5ab1fb6c774b008aa8174d2e0d0aa62022-12-21T19:09:09ZengMDPI AGMolecules1420-30492020-02-0125364810.3390/molecules25030648molecules25030648Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-dionesYu-Hao Zhou0Yu-Zu Zhang1Zhu-Lian Wu2Tian Cai3Wei Wen4Qi-Xiang Guo5Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, ChinaKey Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, ChinaKey Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, ChinaKey Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, ChinaKey Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, ChinaKey Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, ChinaA highly efficient quinine-derived primary-amine-catalyzed asymmetric aldol addition of hydroxyacetone to arylglyoxals is described. Structurally diverse <i>anti</i>-2,3-dihydroxy-1,4-diones were generated in high yields, with good diastereoselectivities and enantioselectivities.https://www.mdpi.com/1420-3049/25/3/648organocatalysisaldol reactionasymmetric synthesis2,3-dihydroxy-1,4-dionearylglyoxal |
| spellingShingle | Yu-Hao Zhou Yu-Zu Zhang Zhu-Lian Wu Tian Cai Wei Wen Qi-Xiang Guo Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones Molecules organocatalysis aldol reaction asymmetric synthesis 2,3-dihydroxy-1,4-dione arylglyoxal |
| title | Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones |
| title_full | Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones |
| title_fullStr | Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones |
| title_full_unstemmed | Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones |
| title_short | Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones |
| title_sort | organocatalytic asymmetric aldol reaction of arylglyoxals and hydroxyacetone enantioselective synthesis of 2 3 dihydroxy 1 4 diones |
| topic | organocatalysis aldol reaction asymmetric synthesis 2,3-dihydroxy-1,4-dione arylglyoxal |
| url | https://www.mdpi.com/1420-3049/25/3/648 |
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