Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs
In the past decade, asymmetric synthesis of chiral ligands containing quinoline motifs, a family of natural products displaying a broad range of structural diversity and their metal complexes, have become the most significant methodology for the generation of enantiomerically pure compounds of biolo...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Georg Thieme Verlag KG
2022-02-01
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| Series: | SynOpen |
| Subjects: | |
| Online Access: | http://www.thieme-connect.de/DOI/DOI?10.1055/a-1743-4534 |
| _version_ | 1798037740509462528 |
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| author | Vasudevan Dhayalan Rambabu Dandela K. Bavya Devi Ragupathy Dhanusuraman |
| author_facet | Vasudevan Dhayalan Rambabu Dandela K. Bavya Devi Ragupathy Dhanusuraman |
| author_sort | Vasudevan Dhayalan |
| collection | DOAJ |
| description | In the past decade, asymmetric synthesis of chiral ligands containing quinoline motifs, a family of natural products displaying a broad range of structural diversity and their metal complexes, have become the most significant methodology for the generation of enantiomerically pure compounds of biological and pharmaceutical interest. This review provides comprehensive insight on the plethora of nitrogen-based chiral ligands containing quinoline motifs and organocatalysts used in asymmetric synthesis. However, it is confined to the synthesis of quinoline-based chiral ligands and metal complexes, and their applications in asymmetric synthesis as homogeneous and heterogeneous catalysts.
1 Introduction
2 Synthesis of Chiral Ligands Containing Quinoline Motifs
2.1 Synthesis of Schiff Base Type Chiral Ligands
2.2 Synthesis of Oxazolinyl-Type Chiral Ligands
2.3 Synthesis of Chiral N,N-Type Ligands
2.4 Synthesis of Amine-Based Chiral Ligands
2.5 Synthesis of P,N-Type Chiral Ligands
2.6 Synthesis of Chiral N-Oxide and Nitrogen Ligands
3 Homogeneous Catalytic Asymmetric Reactions
3.1 Asymmetric Carbon–Carbon Bond Formation Reactions
3.2 Asymmetric Allylic Reactions
3.3 Asymmetric Cycloadditions
3.4 Asymmetric Carbene Insertions
3.5 Asymmetric Pinacol Couplings
3.6 Asymmetric Pudovik Reactions
3.7 Asymmetric Strecker Reactions
4 Heterogeneous Catalytic Asymmetric Reactions
4.1 Asymmetric Cyclopropanation of Olefins
4.2 Asymmetric Heck Reactions
4.3 Asymmetric Hydrogenations
4.4 Asymmetric Hydroformylation of Styrene
4.5 Asymmetric Dialkoxylation of 2-Propenylphenols
4.6 Asymmetric Cascade Cyclizations
4.7 Asymmetric Allylic Alkylations
4.8 Asymmetric Alkylation of β-Keto Esters
4.9 Asymmetric C–H Bond Arylation Reactions
4.10 Intramolecular Aerobic Oxidative Amination of Alkenes
4.11 Asymmetric Oxidative Hydroboration of Alkenes
5 Conclusions |
| first_indexed | 2024-04-11T21:30:40Z |
| format | Article |
| id | doaj.art-d3b5c7c0140a49e98f7d45b25878427f |
| institution | Directory Open Access Journal |
| issn | 2509-9396 |
| language | English |
| last_indexed | 2024-04-11T21:30:40Z |
| publishDate | 2022-02-01 |
| publisher | Georg Thieme Verlag KG |
| record_format | Article |
| series | SynOpen |
| spelling | doaj.art-d3b5c7c0140a49e98f7d45b25878427f2022-12-22T04:02:01ZengGeorg Thieme Verlag KGSynOpen2509-93962022-02-010601315710.1055/a-1743-4534Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline MotifsVasudevan Dhayalan0Rambabu Dandela1K. Bavya Devi2Ragupathy Dhanusuraman3Department of Chemistry, National Institute of Technology PuducherryDepartment of Industrial and Engineering Chemistry, Institute of Chemical TechnologyDepartment of Chemistry, Thassim Beevi Adbul Kader College for WomenDepartment of Chemistry, National Institute of Technology PuducherryIn the past decade, asymmetric synthesis of chiral ligands containing quinoline motifs, a family of natural products displaying a broad range of structural diversity and their metal complexes, have become the most significant methodology for the generation of enantiomerically pure compounds of biological and pharmaceutical interest. This review provides comprehensive insight on the plethora of nitrogen-based chiral ligands containing quinoline motifs and organocatalysts used in asymmetric synthesis. However, it is confined to the synthesis of quinoline-based chiral ligands and metal complexes, and their applications in asymmetric synthesis as homogeneous and heterogeneous catalysts. 1 Introduction 2 Synthesis of Chiral Ligands Containing Quinoline Motifs 2.1 Synthesis of Schiff Base Type Chiral Ligands 2.2 Synthesis of Oxazolinyl-Type Chiral Ligands 2.3 Synthesis of Chiral N,N-Type Ligands 2.4 Synthesis of Amine-Based Chiral Ligands 2.5 Synthesis of P,N-Type Chiral Ligands 2.6 Synthesis of Chiral N-Oxide and Nitrogen Ligands 3 Homogeneous Catalytic Asymmetric Reactions 3.1 Asymmetric Carbon–Carbon Bond Formation Reactions 3.2 Asymmetric Allylic Reactions 3.3 Asymmetric Cycloadditions 3.4 Asymmetric Carbene Insertions 3.5 Asymmetric Pinacol Couplings 3.6 Asymmetric Pudovik Reactions 3.7 Asymmetric Strecker Reactions 4 Heterogeneous Catalytic Asymmetric Reactions 4.1 Asymmetric Cyclopropanation of Olefins 4.2 Asymmetric Heck Reactions 4.3 Asymmetric Hydrogenations 4.4 Asymmetric Hydroformylation of Styrene 4.5 Asymmetric Dialkoxylation of 2-Propenylphenols 4.6 Asymmetric Cascade Cyclizations 4.7 Asymmetric Allylic Alkylations 4.8 Asymmetric Alkylation of β-Keto Esters 4.9 Asymmetric C–H Bond Arylation Reactions 4.10 Intramolecular Aerobic Oxidative Amination of Alkenes 4.11 Asymmetric Oxidative Hydroboration of Alkenes 5 Conclusionshttp://www.thieme-connect.de/DOI/DOI?10.1055/a-1743-4534chiral ligandscatalysisasymmetric synthesisnitrogen heterocyclesquinoline motifsorganometallics |
| spellingShingle | Vasudevan Dhayalan Rambabu Dandela K. Bavya Devi Ragupathy Dhanusuraman Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs SynOpen chiral ligands catalysis asymmetric synthesis nitrogen heterocycles quinoline motifs organometallics |
| title | Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs |
| title_full | Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs |
| title_fullStr | Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs |
| title_full_unstemmed | Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs |
| title_short | Synthesis and Applications of Asymmetric Catalysis Using Chiral Ligands Containing Quinoline Motifs |
| title_sort | synthesis and applications of asymmetric catalysis using chiral ligands containing quinoline motifs |
| topic | chiral ligands catalysis asymmetric synthesis nitrogen heterocycles quinoline motifs organometallics |
| url | http://www.thieme-connect.de/DOI/DOI?10.1055/a-1743-4534 |
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