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Synfacts 2007(8): 0783-0783  
DOI: 10.1055/s-2007-968720
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Spirotenuipesine A

Contributor(s): Philip Kocienski, Thomas Snaddon
M. Dai, S. J. Danishefsky*
Columbia University and Sloan-Kettering Institute for Cancer Research, New York, USA
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Publication History

Publication Date:
24 July 2007 (online)

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Significance

Spirotenuipesines A and B are isolated from the Paecilomuyces tenuipes fungus. They show activity against 1321N1 human astrocytoma cells by inducing discharge of neuro­trophic factors. Key to this synthesis is an intermolecular Diels-Alder reaction to prepare a spiroenone (G to I).