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Keywords:

  • alkaloids;
  • macrocycles;
  • natural products;
  • ring-closing metathesis;
  • total synthesis
Thumbnail image of graphical abstract

First in its class: The synthesis of the tetracyclic alkylpiperidine marine alkaloid (±)-haliclonacyclamine C has been completed, with a longest linear sequence of 24 steps. The key transformations are the stereoselective hydrogenation of an unsaturated macrocyclic bis(piperidine) and a ring-closing alkyne metathesis reaction.