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Synfacts 2008(10): 1016-1016  
DOI: 10.1055/s-2008-1078185
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (-)-Octalactin A

Contributor(s): Philip Kocienski
A. T. Radosevich, V. S. Chan, H.-W. Shih, F. D. Toste*
University of California, Berkeley, USA
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Publication History

Publication Date:
22 September 2008 (online)

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Significance

Octalactin A possesses cytotoxicity against some human tumor cell lines. A noteworthy step in the synthesis depicted is the vanadium-catalyzed oxidative kinetic resolution of the α-hydroxy ester A followed by a recombination of E and F thereby allowing effective use of both products C and D of the asymmetric operation.