Ruthenium (II)/Imidazolidine Carboxylic Acid‐Catalyzed C−H Alkylation for Central and Axial Double Enantio‐Induction
Abstract: Enantioselective C−H activation has surfaced as a transformative toolbox for the efficient assembly of chiral molecules. However, despite of major advances in rhodium and palladium catalysis, ruthenium (II)‐catalyzed enantioselective C−H activation has thus far largely proven elusive. In contrast, we herein report on a ruthenium (II)‐catalyzed highly regio‐, diastereo‐ and enantioselective C−H alkylation. The key to success was represented by the identification of novel C2‐symmetric chiral imidazolidine carboxylic acids (CICAs), which are easily accessible in a one‐pot fashion, as highly effective chiral ligands. This ruthenium/CICA system enabled the efficient installation of central and axial chirality, and featured excellent branched to linear ratios with generally >20: 1 dr and up to 98: 2 er. Mechanistic studies by experiment and computation were carried out to understand the catalyst mode of action.
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Erschienen in
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Ruthenium (II)/Imidazolidine Carboxylic Acid‐Catalyzed C−H Alkylation for Central and Axial Double Enantio‐Induction ; day:20 ; month:10 ; year:2022 ; extent:1
Angewandte Chemie / International edition. International edition ; (20.10.2022) (gesamt 1)
- Urheber
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Li, Yanjun
Liou, Yan‐Cheng
Oliveira, João C. A.
Ackermann, Lutz
- DOI
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10.1002/anie.202212595
- URN
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urn:nbn:de:101:1-2022102115042137957945
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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15.08.2025, 07:31 MESZ
Datenpartner
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Beteiligte
- Li, Yanjun
- Liou, Yan‐Cheng
- Oliveira, João C. A.
- Ackermann, Lutz