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Keywords:

  • benzoquinones;
  • Diels–Alder reaction;
  • pentacycles;
  • synthetic methods;
  • terpenoids
Thumbnail image of graphical abstract

Masked talent: A tetracyclo[5.3.3.04,9.04,12]tridecane skeleton can be accessed by an intramolecular reverse-electron-demand Diels–Alder (REDDA) reaction of masked ortho-benzoquinone (MOB; see scheme). This reaction gives access to the pentacyclic framework of atropurpuran, and also enables the construction of other anti-Bredt and cage-like complex molecules.