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
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
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
Li, Yanjun
Liou, Yan‐Cheng
Oliveira, João C. A.
Ackermann, Lutz

DOI
10.1002/anie.202212595
URN
urn:nbn:de:101:1-2022102115042137957945
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:31 MESZ

Datenpartner

Dieses Objekt wird bereitgestellt von:
Deutsche Nationalbibliothek. Bei Fragen zum Objekt wenden Sie sich bitte an den Datenpartner.

Beteiligte

  • Li, Yanjun
  • Liou, Yan‐Cheng
  • Oliveira, João C. A.
  • Ackermann, Lutz

Ähnliche Objekte (12)