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Synfacts 2008(7): 0679-0679  
DOI: 10.1055/s-2008-1077865
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (±)-Fortucine

Contributor(s): Philip Kocienski, Indu Dager
A. Biechy, S. Hachisu, B. Quiclet-Sire, L. Ricard, S. Z. Zard*
Ecole Polytechnique, Palaiseau, France
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Publication History

Publication Date:
20 June 2008 (online)

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Significance

Fortucine is isolated from the fortune variety of narcissus and belongs to the family of lycorine alkaloids. Members of this family possess antiproliferative, antimitotic, insect antifeedant and antiviral properties. The key step in the first total synthesis of (±)-fortucine, involving the construction of galathan framework in G, is based on a concise, regio- and stereoselective radical cascade process initiated by a nitrogen-centered (amidyl) radical derived from F.