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Keywords:

  • Claisen rearrangement;
  • Diels–Alder reaction;
  • natural products;
  • total synthesis;
  • vinigrol
Thumbnail image of graphical abstract

Two key reactions in a rapid assembly of the tricyclic core of vinigrol are a stereoselective Claisen rearrangement and an intramolecular Diels–Alder reaction. The method paves the way for a total synthesis of this synthetically challenging and biologically interesting natural product.