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Keywords:

  • asymmetric synthesis;
  • bisthioureas;
  • hydrogen bonds;
  • spiro compounds;
  • synthetic methods
Thumbnail image of graphical abstract

Anything between ureas? Spiro[isoxazolidine-3,3′-oxindole]s have been constructed by employing methyleneindolinones and nitrones as the starting materials through [3+2] annulation catalyzed by a bisthiourea. Products with three contiguous stereocenters, including one spiroquaternary stereocenter, are obtained in good yields with excellent enantio- and diastereoselectivity. The bisthiourea catalyst acts as a multiple-hydrogen-bond donor to simultaneously activate both substrates.