Synthesis of Atropisomers by Transition-Metal-Catalyzed Asymmetric C–H Functionalization Reactions
Transition-metal-catalyzed enantioselective C–H functionalization has become a powerful strategy for the formation of C–C or C–X bonds, enabling the highly asymmetric synthesis of a wide range of enantioenriched compounds. Atropisomers are widely found in natural products and pharmaceutically rel...
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| Published in | Journal of the American Chemical Society Vol. 143; no. 35; pp. 14025 - 14040 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
United States
American Chemical Society
08.09.2021
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| Subjects | |
| Online Access | Get full text |
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| Abstract | Transition-metal-catalyzed enantioselective C–H functionalization has become a powerful strategy for the formation of C–C or C–X bonds, enabling the highly asymmetric synthesis of a wide range of enantioenriched compounds. Atropisomers are widely found in natural products and pharmaceutically relevant molecules, and have also found applications as privileged frameworks for chiral ligands and catalysts. Thus, research into asymmetric routes for the synthesis of atropisomers has garnered great interest in recent years. In this regard, transition-metal-catalyzed enantioselective C–H functionalization has emerged as an atom-economic and efficient strategy toward their synthesis. In this Perspective, the approaches for the synthesis of atropisomers by transition-metal-catalyzed asymmetric C–H functionalization reactions are summarized. The main focus here is on asymmetric catalysis via Pd, Rh, and Ir complexes, which have been the most frequently utilized catalysts among reported enantioselective C–H functionalization reactions. Finally, we discuss limitations on available protocols and give an outlook on possible future avenues of research. |
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| AbstractList | Transition-metal-catalyzed enantioselective C-H functionalization has become a powerful strategy for the formation of C-C or C-X bonds, enabling the highly asymmetric synthesis of a wide range of enantioenriched compounds. Atropisomers are widely found in natural products and pharmaceutically relevant molecules, and have also found applications as privileged frameworks for chiral ligands and catalysts. Thus, research into asymmetric routes for the synthesis of atropisomers has garnered great interest in recent years. In this regard, transition-metal-catalyzed enantioselective C-H functionalization has emerged as an atom-economic and efficient strategy toward their synthesis. In this Perspective, the approaches for the synthesis of atropisomers by transition-metal-catalyzed asymmetric C-H functionalization reactions are summarized. The main focus here is on asymmetric catalysis via Pd, Rh, and Ir complexes, which have been the most frequently utilized catalysts among reported enantioselective C-H functionalization reactions. Finally, we discuss limitations on available protocols and give an outlook on possible future avenues of research. Transition-metal-catalyzed enantioselective C-H functionalization has become a powerful strategy for the formation of C-C or C-X bonds, enabling the highly asymmetric synthesis of a wide range of enantioenriched compounds. Atropisomers are widely found in natural products and pharmaceutically relevant molecules, and have also found applications as privileged frameworks for chiral ligands and catalysts. Thus, research into asymmetric routes for the synthesis of atropisomers has garnered great interest in recent years. In this regard, transition-metal-catalyzed enantioselective C-H functionalization has emerged as an atom-economic and efficient strategy toward their synthesis. In this Perspective, the approaches for the synthesis of atropisomers by transition-metal-catalyzed asymmetric C-H functionalization reactions are summarized. The main focus here is on asymmetric catalysis via Pd, Rh, and Ir complexes, which have been the most frequently utilized catalysts among reported enantioselective C-H functionalization reactions. Finally, we discuss limitations on available protocols and give an outlook on possible future avenues of research.Transition-metal-catalyzed enantioselective C-H functionalization has become a powerful strategy for the formation of C-C or C-X bonds, enabling the highly asymmetric synthesis of a wide range of enantioenriched compounds. Atropisomers are widely found in natural products and pharmaceutically relevant molecules, and have also found applications as privileged frameworks for chiral ligands and catalysts. Thus, research into asymmetric routes for the synthesis of atropisomers has garnered great interest in recent years. In this regard, transition-metal-catalyzed enantioselective C-H functionalization has emerged as an atom-economic and efficient strategy toward their synthesis. In this Perspective, the approaches for the synthesis of atropisomers by transition-metal-catalyzed asymmetric C-H functionalization reactions are summarized. The main focus here is on asymmetric catalysis via Pd, Rh, and Ir complexes, which have been the most frequently utilized catalysts among reported enantioselective C-H functionalization reactions. Finally, we discuss limitations on available protocols and give an outlook on possible future avenues of research. Transition-metal-catalyzed enantioselective C–H functionalization has become a powerful strategy for the formation of C–C or C–X bonds, enabling the highly asymmetric synthesis of a wide range of enantioenriched compounds. Atropisomers are widely found in natural products and pharmaceutically relevant molecules, and have also found applications as privileged frameworks for chiral ligands and catalysts. Thus, research into asymmetric routes for the synthesis of atropisomers has garnered great interest in recent years. In this regard, transition-metal-catalyzed enantioselective C–H functionalization has emerged as an atom-economic and efficient strategy toward their synthesis. In this Perspective, the approaches for the synthesis of atropisomers by transition-metal-catalyzed asymmetric C–H functionalization reactions are summarized. The main focus here is on asymmetric catalysis via Pd, Rh, and Ir complexes, which have been the most frequently utilized catalysts among reported enantioselective C–H functionalization reactions. Finally, we discuss limitations on available protocols and give an outlook on possible future avenues of research. |
| Author | You, Shu-Li Gu, Qing Yin, Si-Yong Zhang, Wen-Wen Liu, Chen-Xu |
| AuthorAffiliation | Chang-Kung Chuang Institute East China Normal University State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry |
| AuthorAffiliation_xml | – name: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry – name: East China Normal University – name: Chang-Kung Chuang Institute |
| Author_xml | – sequence: 1 givenname: Chen-Xu surname: Liu fullname: Liu, Chen-Xu organization: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry – sequence: 2 givenname: Wen-Wen surname: Zhang fullname: Zhang, Wen-Wen organization: East China Normal University – sequence: 3 givenname: Si-Yong surname: Yin fullname: Yin, Si-Yong organization: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry – sequence: 4 givenname: Qing orcidid: 0000-0003-4963-2271 surname: Gu fullname: Gu, Qing organization: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry – sequence: 5 givenname: Shu-Li orcidid: 0000-0003-4586-8359 surname: You fullname: You, Shu-Li email: slyou@sioc.ac.cn organization: East China Normal University |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/34432467$$D View this record in MEDLINE/PubMed |
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| ContentType | Journal Article |
| Copyright | 2021 American Chemical Society |
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| Snippet | Transition-metal-catalyzed enantioselective C–H functionalization has become a powerful strategy for the formation of C–C or C–X bonds, enabling the highly... Transition-metal-catalyzed enantioselective C-H functionalization has become a powerful strategy for the formation of C-C or C-X bonds, enabling the highly... Transition-metal-catalyzed enantioselective C–H functionalization has become a powerful strategy for the formation of C–C or C–X bonds, enabling the highly... |
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| SubjectTerms | carbon-hydrogen bond activation catalytic activity enantioselectivity ligands stereoselective synthesis |
| Title | Synthesis of Atropisomers by Transition-Metal-Catalyzed Asymmetric C–H Functionalization Reactions |
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