Base-Metal Catalysis - presented by Prof. Lingling Chu and Assoc. Prof. Ming Joo Koh and Prof. Zhan Lu and Assoc. Prof. Tatsuhiko Yoshino and Prof. Naohiko Yoshikai

Base-Metal Catalysis

Lingling Chu, Ming Joo Koh, Zhan Lu and Tatsuhiko Yoshino

Prof. Lingling ChuAssoc. Prof. Ming Joo KohAssoc. Prof. Tatsuhiko YoshinoProf. Zhan Lu
Slide at 26:19
Asymmetric Radical Multicomponent Couplings via Chelation Access to versatile chiral motifs C4F9 C4F9 C4F9 indole C4F9 C4F9 SO2Me SO2Me SO2Me SO2Me 85%, 97% ee 99%, 96% ee 83%, 96% ee 99%, 95% ee 96% ee (X-ray) Applications: Chelation-assisted asymmetric cross-electrophile couplings NiCl DME (10 mol%) (S,S)-Biox (12 mol%) C4F9 Mn, TMSCI, C4F9 1,4-dioxane, -10 °C (+) racemic 95%, 95:5 er J. Am. Chem. Soc. 2020, 142, 9604.
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References
  • 1.
    H. Tu et al. (2020) Enantioselective Three-Component Fluoroalkylarylation of Unactivated Olefins through Nickel-Catalyzed Cross-Electrophile Coupling. Journal of the American Chemical Society
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Summary (AI generated)

To investigate the role of the group in our strategies, we conducted control reactions. By using LP S to enrich the electron density, we aimed to make the electron more nucleophilic. This led to higher selectivity control with carbonic acid. However, increasing the ring size of the cyclic structures from six to seven or removing the substituent group resulted in a significant decrease in activity control.