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Synfacts 2006(10): 0982-0982  
DOI: 10.1055/s-2006-949326
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (-)-Cassine

Contributor(s): Philip Kocienski, Thomas Snaddon
C. Herdeis*, P. Küpper, S. Plé
Universität Würzburg, Germany
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Publication History

Publication Date:
21 September 2006 (online)

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Significance

(-)-Cassine, isolated from the leaves of Cassia excelsa, displays antimicrobial activity against Staphylococcus aureus. This route relies on a tandem Horner-Wadsworth-Emmons/1,3-dipolar cycloaddition cascade sequence that simultaneously appends the aliphatic side-chain and forms the trisubstituted piperidine ring.