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Keywords:

  • allylation;
  • asymmetric synthesis;
  • organocatalysis;
  • stereoselectivity;
  • steric effects
Thumbnail image of graphical abstract

α to Z: Racemic α-chiral allyl boronates, which are readily synthesized from the respective primary allyl halides, undergo a highly efficient kinetic resolution in a face- and Z-selective allylation of aldehydes catalyzed by the chiral Brønsted acid (R)-TRIP (see scheme; Epin=tetraethylethylene glycol).