4.8 Article

Metal-Containing Schiff Base/Sulfoxide Ligands for Pd(II)-Catalyzed Asymmetric Allylic C-H Aminations

Journal

ACS CATALYSIS
Volume 11, Issue 5, Pages 2663-2668

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.0c05261

Keywords

asymmetric catalysis; asymmetric synthesis; allylic C-H functionalization; palladium; Schiff base ligand

Funding

  1. JSPS KAKENHI [JP20H02730, JP20H04794]
  2. Hokkaido University Ambitious Leader's Program

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Metal-containing Schiff base/sulfoxides were developed as chiral ligands for Pd(II)-catalyzed asymmetric intramolecular allylic C-H amination reactions, showing good performance in tuning the selectivity and reactivity of the Pd(II)-catalyst with high product yields.
Metal-containing Schiff base/sulfoxides were developed as chiral ligands for Pd(II)-catalyzed asymmetric intramolecular allylic C-H amination reactions. The use of metal-containing Schiff base ligands allows tuning the selectivity and reactivity of the Pd(II)-catalyst, whereby a Schiff base-Cu(II)/sulfoxide ligand in combination with Pd(OAc)(2) showed the best performance. Both internal and terminal alkenes were applicable, and the C-H amination products were obtained in up to 91:9 er.

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