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Synfacts 2006(12): 1199-1199
DOI: 10.1055/s-2006-955602
DOI: 10.1055/s-2006-955602
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York
Synthesis of (+)-Streptazolin
F. Li, M. J. Miller*
University of Notre Dame, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. November 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200612/lookinside/thumbnails/10.1055-s-2006-955602-1.jpg)
Significance
Streptazolin is a very unstable metabolite of Streptomyces viridochromogenes. The key step in this synthesis is the use of a silicon-tethered ring-closing metathesis followed by a protodesilylation to afix the stereochemistry of the ethylidene side chain. The overall yield from aminocyclopentenol A was 4.8% (16 steps).