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Synfacts 2009(1): 0004-0004  
DOI: 10.1055/s-0028-1087241
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (S)-(+)-Tylophorine

Contributor(s): Philip Kocienski
W. Zeng, S. R. Chemler*
The University at Buffalo, The State University of New York, USA
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Publication History

Publication Date:
18 December 2008 (online)

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Significance

Members of the Tylophora family of phenanthroindolizidine alkaloids have a range of useful biological activities including anticancer, ­antiviral and anti-inflammatory properties. The key step in the Weng-Chemler synthesis is an asymmetric intramolecular carboamination of the sulfonamide E catalyzed by the Cu(II)-(R)-Ph-Box F. See also: W. Zeng, S. R. Chemler J. Am. Chem. Soc. 2007, 129, 12948.