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Keywords:

  • allyl ligands;
  • allylation;
  • homogeneous catalysis;
  • palladium;
  • reaction mechanisms

Abstract

Thumbnail image of graphical abstract

As unusual substrates for the Tsuji–Trost allylation reaction, allylic fluorides are responsive to palladium-catalyzed substitution. Their activity towards this reaction fits in the series OCO2Me>OBz≫F≫OAc. The classic stereoretention mechanism that involves sequential inversions does not operate in this case. Several distinct cases are considered.