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Synfacts 2007(5): 0453-0453  
DOI: 10.1055/s-2007-968397
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Phorboxazole A

Contributor(s): Philip Kocienski
J. D. White*, P. Kuntiyong, T. H. Lee
Oregon State University, Corvallis, USA
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Publication History

Publication Date:
24 April 2007 (online)

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Significance

Phorboxazole A is one of the most cytotoxic agents known. This synthesis, the fifth reported to date, was accomplished in 37 steps for the longest linear sequence, in 0.4% overall yield. For the Pd-catalyzed intramolecular alkoxycarbonylation that was used to construct fragments B and D, see: M. F. Semmelhack, N. Zhang J. Org. Chem. 1989, 54, 4483-4485.