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Keywords:

  • chlorotonil;
  • cross-coupling;
  • cycloaddition;
  • olefination;
  • total synthesis
Thumbnail image of graphical abstract

Stacking the deck: The natural product chloronitril A contains an unprecedented motif in which a CCl2 unit in a 14-membered macrolide framework is flanked by two carbonyl groups. In the first total synthesis of chlorotonil A a highly selective intramolecular Diels–Alder reaction was employed to generate the decalin system.