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Keywords:

  • Brønsted acids;
  • carbocyclizations;
  • enynes;
  • hydroazulenone;
  • Nazarov cyclizations
Thumbnail image of graphical abstract

Ring the changes: Enyne acetals were easily converted into hydroazulene skeletons by a new and efficient metal-free route involving a Brønsted acid promoted carbocyclization and a subsequent stereospecific Nazarov cyclization (see scheme). The versatility of this transformation also allowed assembly of interesting heteroaromatic tricyclic systems.