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Chiral Binaphthol-Catalyzed Enantioselective Conjugate Addition of Alkenyl and Arylboronic Acids to α,β-Unsaturated Cyclic N -Sulfonyl Ketimines.

Ya-Jing HouYang-Ling WangJunbiao ChangGuo-Li Chai
Published in: The Journal of organic chemistry (2024)
The chiral binaphthol-catalyzed enantioselective conjugate addition of alkenylboronic acids and heteroarylboronic acids to cyclic N -sulfonyl ketimines is reported, providing the 1,4-addition products in high yields and moderate to excellent enantioselectivities (up to >99% ee). This mild, scalable catalytic system exhibits high efficiency and broad substrate scopes. Additionally, arylboronic acids were viable nucleophiles under more forcing conditions.
Keyphrases
  • high efficiency
  • room temperature
  • ionic liquid
  • capillary electrophoresis
  • high intensity