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Enantioselective Total Synthesis of (+)-Salimabromide Reveals Almost Racemic Nature of Natural Salimabromide.

André PalmChristopher KnopfBjörn SchmalzbauerDirk Menche
Published in: Organic letters (2019)
The enantioselective total synthesis of (+)-salimabromide was accomplished by a concise two-step conversion of the fully functionalized dibromo-tetraline core, involving a one-pot Baeyer-Villiger/allylic oxidation by an innovative radical reagent combination. This route unequivocally resolves the stereochemistry and reveals the highly unusual, almost racemic nature of natural salimabromide.
Keyphrases
  • hydrogen peroxide
  • quantum dots
  • nitric oxide