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Keywords:

  • allenes;
  • asymmetric allenylation;
  • central chirality;
  • malonates;
  • palladium
Thumbnail image of graphical abstract

Water plays an important role in a palladium-catalyzed allenylation of diethyl malonate with 2,3-allenyl acetates to yield centrally chiral allenyl malonates bearing synthetically useful functional groups (see scheme). The products were formed with 92–96 % ee in the presence of a bulky, electron-rich biphenyl ligand at room temperature.