Synthetic Studies Toward (+)-Spongidepsin
A convergent enantiomerically controlled synthetic effort toward (+)‐spongidepsin is reported. The synthesis benefits from the use of readily available and inexpensive starting materials like D‐mannitol and (−)‐β‐citronellene. Key transformations include Evans asymmetric methylation, Mitsunobu ester...
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Veröffentlicht in: | Helvetica chimica acta 2013-08, Vol.96 (8), p.1590-1600 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | A convergent enantiomerically controlled synthetic effort toward (+)‐spongidepsin is reported. The synthesis benefits from the use of readily available and inexpensive starting materials like D‐mannitol and (−)‐β‐citronellene. Key transformations include Evans asymmetric methylation, Mitsunobu esterification, (1H‐benzotriazol‐1‐yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP)‐mediated amide formation for the preparation of a fully functionalized acyclic precursor, and ring‐closing metathesis (RCM). |
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ISSN: | 0018-019X 1522-2675 |
DOI: | 10.1002/hlca.201200519 |