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Keywords:

  • asymmetric catalysis;
  • domino reactions;
  • isomerization;
  • rhodium;
  • water chemistry
Thumbnail image of graphical abstract

Water-induced asymmetric ring opening: Enantio-enriched 2-hydroxy-1-tetralones are formed from oxabicyclic alkenes through a novel RhI-catalyzed domino reaction. The proposed mechanism involves water-induced asymmetric ring opening to generate chiral trans-1,2-diol intermediates and subsequent enantioselective isomerization (see scheme).