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Synfacts 2009(12): 1304-1304  
DOI: 10.1055/s-0029-1218328
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (+)-Sorangicin A

Contributor(s): Philip Kocienski
A. B. Smith, III*, S. Dong, J. B. Brenneman, R. J. Fox
University of Pennsylvania, Philadelphia, USA
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Publication History

Publication Date:
20 November 2009 (online)

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Significance

Sorangicin A inhibits RNA polymerase in E. coli and S. aureus without affecting eukaryotic cells. It is also active against rifampicin-resistant mutants. The Smith group accomplished the first total synthesis of (+)-sorangicin A which includes the construction of the highly sensitive (Z,Z,E)-trienoate linkage in E via Stille coupling.