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Keywords:

  • cyclization;
  • indium bromide;
  • polyenes;
  • Prins reaction;
  • terpenoids
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Cascades: An InBr3-catalyzed intermolecular polyene cyclization initiated by a Prins reaction provides a concise approach to 3-oxaterpenoid derivatives. The reaction is compatible with various aldehydes, ketones, and polyolefin–alcohol substrates. In addition, the total synthesis of (±)-moluccanic acid methyl ester was achieved in seven steps by using such a Prins–polyene cyclization as the key step.