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Keywords:

  • antibiotics;
  • natural products;
  • radical cyclization;
  • ring-closing metathesis;
  • total synthesis
Thumbnail image of graphical abstract

A radical change: Implementation of a radical-mediated rearrangement of the bicyclo[3.2.1]octyl moiety to the bicyclo[2.2.2]octane structure has enabled a concise synthesis of the tricyclic core of platencin, a newly discovered antibiotic. An intramolecular aldol and a ring-closing metathesis reaction were subsequently used to complete the synthesis of the tricycle (see scheme).