4.8 Article

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

Journal

ORGANIC LETTERS
Volume 21, Issue 6, Pages 1939-1942

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00706

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Funding

  1. DFG [ME 2756/9-1]

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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.

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