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Selective Synthesis of Ketones and Chiral Allylic Alcohols from the Addition of Arylboronic Acids to α,β-Unsaturated Aldehydes Mediated by a Transition Metal/Monophosphorus Ligand System.

Rui MiaoJinyong HuangYanping XiaYiFei WeiRenshi LuoLu Ouyang
Published in: The Journal of organic chemistry (2022)
Here, we demonstrated a transition metal-mediated/monophosphorus ligand system for the selective synthesis of ketones or chiral allylic alcohols in high yields/enantiomeric excess from the 1,2-addition of arylboronic acids to α,β-unsaturated aldehydes. Notably, isomerization of the chiral allylic alcohols to ketones was suppressed by the Ru-catalyzed/monophosphorus ligand system. The asymmetric catalytic system provides an alternative and efficient method of preparing chiral allylic alcohols.
Keyphrases
  • transition metal
  • capillary electrophoresis
  • ionic liquid
  • mass spectrometry
  • room temperature