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Construction of C-C Axial Chirality via Asymmetric Carbene Insertion into Arene C-H Bonds.

Ziyong LiYing ChenChuang WangGuangyang XuYing ShaoXinhao ZhangShengbiao TangJiangtao Sun
Published in: Angewandte Chemie (International ed. in English) (2021)
By using diazonaphthoquinones and anilines as key reagents and through a point-to-axis chiral transfer strategy, the atroposelective synthesis via asymmetric C(sp2 )-H bond insertion reaction of arenes has been realized under rhodium catalysis, providing the resulting biaryl atropisomers in moderate to excellent yields with good enantiomeric ratios (up to 99:1). Further elaboration indicates this type of axially biaryl scaffold may have promising potentials in developing novel chiral ligands.
Keyphrases
  • capillary electrophoresis
  • mass spectrometry
  • ionic liquid
  • electron transfer
  • solid state
  • high intensity
  • transition metal
  • tissue engineering
  • water soluble