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Keywords:

  • asymmetric catalysis;
  • heterocycles;
  • indium;
  • nucleophilic addition;
  • scandium
Thumbnail image of graphical abstract

No more double trouble: The competing double-addition pathway was suppressed when chiral scandium(III) and indium(III) complexes were used to catalyze the addition of indoles and other π nucleophiles to N-alkylated and unprotected isatins (see picture). The resulting biologically relevant substituted 3-hydroxy-2-oxindoles were obtained in high yield with high enantioselectivity. Tf=trifluoromethanesulfonyl.