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Synfacts 2008(2): 0114-0114  
DOI: 10.1055/s-2007-992501
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (+)-Fomannosin

Contributor(s): Philip Kocienski, Arndt W. Schmidt
L. A. Paquette*, X. Peng, J. Yang
The Ohio State University, Columbus, USA
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Publication History

Publication Date:
23 January 2008 (online)

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Significance

(+)-Fomannosin is a phythopathogenic metabolite isolated from the wood-rotting fungus Fomes annosus (Fr.) Karst. A zirconocene-mediated ring contraction (AÆB) is the key step of the present synthesis. The d-glucose-derived tetra­hydrofuran A was transformed into the natural product in 23 steps.