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Keywords:

  • domino reactions;
  • natural products;
  • oxidation;
  • oxygen heterocycles;
  • total synthesis
Thumbnail image of graphical abstract

Cascading epoxides: The squalene-derived polyether lactodehydrothyrsiferol (1) has been prepared through a convergent sequence that features an epoxide-opening cascade to construct the tetrahydrofuran and tetrahydropyran subunits. Additional features include a stereodivergent diene diepoxidation, a monodeoxygenation of a triol, and complex fragment couplings through Suzuki and Nozaki–Hiyama–Kishi reactions.