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Synfacts 2008(12): 1252-1252  
DOI: 10.1055/s-0028-1087289
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Formal Synthesis of (-)-Haouamine

Contributor(s): Philip Kocienski, Indu Dager
A. Fürstner*, J. Ackerstaff
Max-Planck-Institut für Kohlenforschung, Mülheim/Ruhr, Germany
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Publikationsdatum:
20. November 2008 (online)

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Significance

Haouamine A is isolated from the marine ascidian Aplidium haouarianum and exhibits selective cytotoxicity against the human colon carcinoma cell line HT-29 (IC50 = 0.1mg/mL). This formal synthesis primarily uses catalytic reactions to access intermediate L, previously reported by P. S. Baran and co-workers Angew. Chem. Int. Ed. 2008, 47, 205 (10 steps, 5.6%).