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Keywords:

  • asymmetric catalysis;
  • cycloaddition;
  • gold;
  • phosphoramidites;
  • TADDOLs
Thumbnail image of graphical abstract

The tail makes the difference: Removing the isopropylidene acetal unit from well-known TADDOL ligands improved the performance of the derived phosphoramidite ligands in asymmetric gold catalysis (see scheme; Ts=4-toluenesulfonyl). X-ray crystallography showed that the binding pocket has an effective threefold symmetry, with through-space interactions between the arene rings of the ligand and the gold center.