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Keywords:

  • allylic alkylation;
  • amides;
  • enantioselectivity;
  • ferrocene ligands;
  • palladium
Thumbnail image of graphical abstract

Even acyclic amides are suitable nucleophile subtrates for asymmetric allylic alkylations. The allylation products are formed in high yields in the presence of a palladium catalyst with a 1,1′-P,N ferrocene ligand (see scheme; R=(S)-1,1′-bi-2-naphthol). The nature of the substituents on the nitrogen atom of the amide has a critical effect on the efficiency and selectivity of the reaction.