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Synfacts 2007(7): 0671-0671  
DOI: 10.1055/s-2007-968610
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (-)-Cribrostatin 4

Contributor(s): Philip Kocienski
G. Vincent, R. M. Williams*
Colorado State University, Fort Collins and the University of Colorado Cancer Center, Aurora, USA
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Publication History

Publication Date:
22 June 2007 (online)

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Significance

Cribrostatin 4 displays low-micromolar cytotoxicity and antibacterial activity. The key step in the synthesis depicted is the reductive cleavage/elimination of the β-lactam in I followed by Pictet-Spengler cyclization of the intermediate iminium ion J.