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Synfacts 2009(6): 0595-0595  
DOI: 10.1055/s-0029-1216668
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (-)-Amathaspiramide F

Contributor(s): Philip Kocienski, Zofia Komsta
K. Sakaguchi*, M. Ayabe, Y. Watanabe, T. Okada, K. Kawamura, T. Shiada, Y. Ohfune*
Osaka City University, Japan
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Publication History

Publication Date:
25 May 2009 (online)

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Significance

Amathaspiramide F was isolated from the marine bryozoan Amathia wilsoni. Some members of the amathaspiramide family show potential antimicrobial, antiviral and cytotoxic activity. The synthesis features diastereoselective formation of the quaternary carbon center in C via an enolate Claisen rearrangement (B → C).