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Keywords:

  • alkylation;
  • Diels–Alder reaction;
  • hexahydroindenes;
  • iridium;
  • Julia olefination;
  • Suzuki–Miyaura coupling

Abstract

Short and concise syntheses of the hexahydroindene cores of the antibiotics indanomycin (X-14547 A) and stawamycin are presented. Key methods used are an asymmetric iridium-catalyzed allylic alkylation, a modified Julia olefination, a Suzuki–Miyaura coupling, and an intramolecular Diels–Alder reaction.