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Synlett 1992; 1992(5): 395-399
DOI: 10.1055/s-1992-21357
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Total Synthesis of the Carboxylic Acid Ionophore Antibiotic CP-61,405 (Routiennocin)

Nikesh R. Kotecha* , Steven V. Ley, Sergio Mantegani
  • *Department of Chemistry, Imperial College of Science, Technology and Medicine, London SW7 2AY, England
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Publication Date:
08 March 2002 (online)

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The first total synthesis of the spiroketal ionophore antibiotic CP-61,405 1 has been achieved employing π-allyltricarbonyliron complexes in the preparation of lactone intermediates for coupling of 2-phenylsulphonylpyrans with iodides to give the spiroketal portion of 1. Further reactions utilized 2-lithio-1-{[(ß-trimethylsilyl)ethoxy]methyl)pyrrole for the introduction of the pyrrolylcarbonyl group and tetrapropylammonium perruthenate for the oxidation of various alcohols.