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Synfacts 2007(3): 0244-0244  
DOI: 10.1055/s-2007-968192
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (±)-Platensimycin

Contributor(s): Philip Kocienski, Fiona Black
K. C. Nicolaou*, A. Li, D. J. Edmonds
The Scripps Research Institute, La Jolla and the University of California, San Diego, USA
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Publication History

Publication Date:
20 February 2007 (online)

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Significance

Platensimicin, which is isolated from Streptomyces platensis, shows broad-spectrum antibiotic activity and is believed to have a novel mechanism of action. The pentacyclic keto­lide core is synthesized using a ruthenium-catalyzed cycloisomerization reaction (B. M. Trost, J.-P. Surivet, F. D. Toste J. Am. Chem. Soc. 2004, 126, 15592-15602) and a samarium iodide mediated cyclization.