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Keywords:

  • allylic compounds;
  • annulation;
  • asymmetric catalysis;
  • enantioselectivity;
  • scandium
Thumbnail image of graphical abstract

Silyl-inspired spirocycle: The title reaction is the first example of a catalytic asymmetric [3+2] annulation reaction with allylsilanes. The annulation reaction utilizes a chiral ScCl2(SbF6)/L catalyst and TMSCl as a promoter to afford spirooxindoles in excellent enantioselectivity at room temperature. The Si[BOND]C bond can be oxidized to deliver hydroxy-substituted spirooxindoles. TMS=trimethylsilyl.