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Synlett 2008(14): 2209-2212  
DOI: 10.1055/s-2008-1078255
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

The Enantioselective Total Synthesis and Unambiguous Proof of the Absolute Stereochemistry of Pervilleine C

Ketav Kulkarnia, Anne Y. Zhaob, Anthony W. Purcellb, Patrick Perlmutter*a
a School of Chemistry, Monash University, PO Box 23, Victoria, 3800, Australia
Fax: +61(3)99054597; e-Mail: Patrick.perlmutter@sci.monash.edu.au;
b Department of Biochemistry and Molecular Biology, The Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, 3010 Victoria, Australia
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Publikationsverlauf

Received 30 May 2008
Publikationsdatum:
13. August 2008 (online)

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Abstract

The first enantioselective, total synthesis of the naturally occurring, potent cancer MDR reversal agent pervilleine C is reported. Each enantiomer of the natural product has been prepared as well as the enantiomers of the corresponding 8-oxa-pervilleine C.

Key words

pervilleines - MDR reversal - total synthesis - [4+3] cycloadditions - enantioselective oxidative hydroboration

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