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Synfacts 2007(1): 0014-0014  
DOI: 10.1055/s-2006-955654
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Iejimalide B

Contributor(s): Philip Kocienski, Fiona Black
A. Fürstner*, C. Aïssa, C. Chevrier, F. Tepl, C. Nevado, M. Tremblay, M. Waser
Max-Planck-Institut für Kohlenforschung, Mülheim, Germany
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Publication History

Publication Date:
15 December 2006 (online)

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Significance

Iejimalide B is a 24-membered polyene macrolide which exhibits potent anticancer activity. In consecutive communications two approaches to this marine natural product are reported. Initial attempts to construct the macrocycle via lactonizations failed. However, intermolecular esterification followed by a highly regioselective ring-closing metathesis led to the first total synthesis of iejimalide B.