Further developments of β,γ-unsaturated α-ketoesters as versatile synthons in asymmetric catalysis
Summary: β,γ-Unsaturated α-ketoesters prove to be versatile organic synthons participating in diverse catalytic asymmetric transformations with the breathtaking development of organo-catalysis, new catalytic systems including ingenious chiral ligands as well as Lewis acid cations. The highly efficie...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2022-03-01
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| Series: | iScience |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2589004222001833 |
| _version_ | 1818986629271912448 |
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| author | Ruixian Deng Tian-Jiao Han Xiang Gao Yuan-Fu Yang Guang-Jian Mei |
| author_facet | Ruixian Deng Tian-Jiao Han Xiang Gao Yuan-Fu Yang Guang-Jian Mei |
| author_sort | Ruixian Deng |
| collection | DOAJ |
| description | Summary: β,γ-Unsaturated α-ketoesters prove to be versatile organic synthons participating in diverse catalytic asymmetric transformations with the breathtaking development of organo-catalysis, new catalytic systems including ingenious chiral ligands as well as Lewis acid cations. The highly efficient creation of stereogenic centers with excellent enantioselectivity is not a surprise, but owes to the bidentate coordination of its unique 1,2-dicarbonyl motif to artful chiral messenger, establishing a rigid system for the precise chiral-identification of the attack. In the past five years, various reaction modes of β,γ-unsaturated α-ketoesters have been developed, involving their multiple reaction sites, such as the carbon-carbon double bond (C=C), the carbonyl group (C=O), the entire C=C-C=O fragment, and the ester group. In this review, we summarize the state-of-the-art catalytic asymmetric reactions of β,γ-unsaturated α-ketoesters, to provide an updated overview to chemists working in this and related fields, facilitating their discoveries in asymmetric catalysis, natural products synthesis, and drug development. |
| first_indexed | 2024-12-20T18:53:50Z |
| format | Article |
| id | doaj.art-ecbf7761f5644a71b6da2c70a667a932 |
| institution | Directory Open Access Journal |
| issn | 2589-0042 |
| language | English |
| last_indexed | 2024-12-20T18:53:50Z |
| publishDate | 2022-03-01 |
| publisher | Elsevier |
| record_format | Article |
| series | iScience |
| spelling | doaj.art-ecbf7761f5644a71b6da2c70a667a9322022-12-21T19:29:34ZengElsevieriScience2589-00422022-03-01253103913Further developments of β,γ-unsaturated α-ketoesters as versatile synthons in asymmetric catalysisRuixian Deng0Tian-Jiao Han1Xiang Gao2Yuan-Fu Yang3Guang-Jian Mei4Green Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, Henan 450001, China; Corresponding authorGreen Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, Henan 450001, ChinaGreen Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, Henan 450001, ChinaGreen Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, Henan 450001, ChinaGreen Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, Henan 450001, China; Corresponding authorSummary: β,γ-Unsaturated α-ketoesters prove to be versatile organic synthons participating in diverse catalytic asymmetric transformations with the breathtaking development of organo-catalysis, new catalytic systems including ingenious chiral ligands as well as Lewis acid cations. The highly efficient creation of stereogenic centers with excellent enantioselectivity is not a surprise, but owes to the bidentate coordination of its unique 1,2-dicarbonyl motif to artful chiral messenger, establishing a rigid system for the precise chiral-identification of the attack. In the past five years, various reaction modes of β,γ-unsaturated α-ketoesters have been developed, involving their multiple reaction sites, such as the carbon-carbon double bond (C=C), the carbonyl group (C=O), the entire C=C-C=O fragment, and the ester group. In this review, we summarize the state-of-the-art catalytic asymmetric reactions of β,γ-unsaturated α-ketoesters, to provide an updated overview to chemists working in this and related fields, facilitating their discoveries in asymmetric catalysis, natural products synthesis, and drug development.http://www.sciencedirect.com/science/article/pii/S2589004222001833ChemistryOrganic chemistryOrganic synthesisOrganic reaction |
| spellingShingle | Ruixian Deng Tian-Jiao Han Xiang Gao Yuan-Fu Yang Guang-Jian Mei Further developments of β,γ-unsaturated α-ketoesters as versatile synthons in asymmetric catalysis iScience Chemistry Organic chemistry Organic synthesis Organic reaction |
| title | Further developments of β,γ-unsaturated α-ketoesters as versatile synthons in asymmetric catalysis |
| title_full | Further developments of β,γ-unsaturated α-ketoesters as versatile synthons in asymmetric catalysis |
| title_fullStr | Further developments of β,γ-unsaturated α-ketoesters as versatile synthons in asymmetric catalysis |
| title_full_unstemmed | Further developments of β,γ-unsaturated α-ketoesters as versatile synthons in asymmetric catalysis |
| title_short | Further developments of β,γ-unsaturated α-ketoesters as versatile synthons in asymmetric catalysis |
| title_sort | further developments of β γ unsaturated α ketoesters as versatile synthons in asymmetric catalysis |
| topic | Chemistry Organic chemistry Organic synthesis Organic reaction |
| url | http://www.sciencedirect.com/science/article/pii/S2589004222001833 |
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