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Synfacts 2009(3): 0247-0247  
DOI: 10.1055/s-0028-1087686
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis (+)-Cytotrienin A

Contributor(s): Philip Kocienski, Arndt W. Schmidt
Y. Hayashi*, M. Shoji, H. Ishikawa, J. Yamaguchi, T. Tamura, H. Imai, Y. Nishigaya, K. Takabe, H. Kakeya, H. Osada
Tokyo University of Science, Kyoto University and RIKEN Discovery Research Institute, Saitama, Japan
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Publication History

Publication Date:
19 February 2009 (online)

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Significance

Cytotrienin A is an antitumor ­secondary metabolite isolated from the fermentation broth of the soil bacteria Streptomyces sp. RK95-74. The E,E,E-trienine moiety within a 21-membered cyclic lactam is the common structural feature of all ansamycins. Herein, the first total synthesis is reported featuring a late-stage macrocyclization using ring-closing metathesis.