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Synfacts 2006(5): 0418-0418  
DOI: 10.1055/s-2006-934396
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Lucilactaene

Contributor(s): Philip Kocienski, Fiona Black
R. S. Coleman*, M. C. Walczak, E. L. Campbell
The Ohio State University, Columbus, USA
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Publication History

Publication Date:
21 April 2006 (online)

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Significance

Lucilactaene, isolated from fungi of the Fuscarium genus, causes cell cycle arrest in p53 inactive cells. It exists naturally as the racemate. In this convergent synthesis, four fragments are linked using three organometallic-based coupling reactions. The synthesis was completed in 17 steps and 19% yield. For a previous synthesis of Lucilactaene, see: Y. Hayashi et al. Angew. Chem. Int. Ed. 2005, 44, 3110-3115.