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Synfacts 2008(2): 0125-0125  
DOI: 10.1055/s-2007-992504
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Tetracyclic Core of (-)-Platensimycin

Contributor(s): Philip Kocienski, Arndt W. Schmidt
A. K. Ghosh*, K. Xi
Purdue University, West Lafayette, USA
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Publication History

Publication Date:
23 January 2008 (online)

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Significance

(-)-Platensimycin shows strong antibacterial activity against a broad range of Gram-positive bacteria. The present synthetic approach utilizes an intramolecular Diels-Alder reaction for the construction of the pentacyclic core harboring all the stereogenic centers of the natural product. (+)-Carvone A was diastereoselectively converted into I in 20 steps.