Convergent stereospecific total synthesis of Monocillin I and Monorden (or Radicicol)
The first total syntheses of the antifungal resorcylic macrolides Monocillin I and Monorden (or Radicicol) have been achieved by a convergent stereospecific route. TBDMS phenol ethers were found to be suitable for all the scheme and were removed in the ultimate step under mild conditions (aqueous bo...
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Veröffentlicht in: | Tetrahedron letters 1992-02, Vol.33 (6), p.777-780 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | The first total syntheses of the antifungal resorcylic macrolides Monocillin I and Monorden (or Radicicol) have been achieved by a convergent stereospecific route. TBDMS phenol ethers were found to be suitable for all the scheme and were removed in the ultimate step under mild conditions (aqueous borax/THF/methanol), hence allowing to get the natural macrolides in good yields, with no degradation. An efficient conversion of di-OTBMDS Monocillin I into Monorden is also reported.
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ISSN: | 0040-4039 1873-3581 |
DOI: | 10.1016/S0040-4039(00)77713-6 |