4.6 Article

Chiral Hemilabile P,N-Ligand-Assisted Gold Redox Catalysis for Enantioselective Alkene Aminoarylation

期刊

CHEMISTRY-A EUROPEAN JOURNAL
卷 28, 期 34, 页码 -

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202201018

关键词

alkenes; enantioselectivity; gold catalysis; hemilabile ligand; redox chemistry

资金

  1. NSF [CHE-2054180]
  2. NIH [1R01GM120240-01]
  3. NSFC [21629201, 81874308]
  4. Taishan Scholar Foundation in Shandong

向作者/读者索取更多资源

This study achieved enantioselective, intermolecular alkene arylamination through gold redox catalysis. Chiral P,N ligands were found to be the optimal choice, enabling alkene aminoarylation with good yields and excellent stereoselectivity. As the first example of enantioselective gold redox catalysis, this work confirmed the feasibility of applying a chiral ligand at the gold(I) stage and introduced a new way to conduct gold redox catalysis with stereochemistry control.
Enantioselective, intermolecular alkene arylamination was achieved through gold redox catalysis. Screening of ligands revealed chiral P,N ligands as the optimal choice, giving alkene aminoarylation with good yields (up to 80%) and excellent stereoselectivity (up to 99:1 er). As the first example of enantioselective gold redox catalysis, this work confirmed the feasibility of applying a chiral ligand at the gold(I) stage, with the stereodetermining step (SDS) at the gold(III) intermediate, thus opening up a new way to conduct gold redox catalysis with stereochemistry control.

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