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 30:54
Asymmetric Radical Multicomponent Couplings via Sensitization
Asymmetric radical 3-component coupling of alkenes
Ir[dF(CF3)ppyl2(bpy)(PF6)
(3 mol%)
Bu-BF3K
NiCl2(Py)4 (10 mol%)
(S,S)-sec-Bu-BiOx
(13 mol%)
SO2Me
acetone/DME 20 °C
SO2Me
415-420 nm LED
82% yield, 97% ee
(S,S)-sec-Bu-BiOx
82%, 95% ee
76%, 76% ee
83%, 88% ee
Me Me
trace
trace
78%, 24% ee
J. Am. Chem. Soc. 2020, 142, 20390.
1
References
  • 1.
    L. Guo et al. (2020) General Method for Enantioselective Three-Component Carboarylation of Alkenes Enabled by Visible-Light Dual Photoredox/Nickel Catalysis. Journal of the American Chemical Society
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Summary (AI generated)

The three-component reaction demonstrates excellent substrate scope and initial selectivity control. The compounds produced are important skeletons found in many biologically active compounds. The reaction is sensitive to basic conditions due to the car centers.