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Keywords:

  • dyotropic rearrangement;
  • lactones;
  • rearrangement;
  • total synthesis;
  • xanthanolides
Thumbnail image of graphical abstract

Let's swap: A scalable, atom-economic, enantio-, and diastereoselective synthetic route to trisubstituted γ-butyrolactones based on a Wagner–Meerwein-type dyotropic rearrangement of cis-β-lactones is described (see scheme). This methodology was applied in efficient and protecting-group-free formal syntheses and total syntheses of various xanthanolide natural products.