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Ruthenium(II)/Imidazolidine Carboxylic Acid‐Catalyzed C−H Alkylation for Central and Axial Double Enantio‐Induction

Von Wiley-VCH zur Verfügung gestellt

Asymmetric 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 asymmetric C−H activation has thus far largely proven elusive. In contrast, we herein report on the unprecedented ruthenium(II)-catalyzed highly regio-, diastereo- and enantioselective C–H alkylation. The key to success was proved by the identification of C2-symmetric chiral imidazolidine carboxylic acids (CICAs), which can be easily prepared in a one-pot fashion. 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 unravel the catalyst mode of action.

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