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Synfacts 2008(5): 0449-0449  
DOI: 10.1055/s-2008-1072706
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (-)-Pentalenene

Contributor(s): Philip Kocienski, Arndt W. Schmidt
M. K. Pallerla, J. M. Fox*
University of Delaware, Newark, USA
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Publikationsdatum:
23. April 2008 (online)

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Significance

Due to their unique carbon skeleton, triquinanes have attracted considerable synthetic interest. However, only a few enantioselective syntheses have been reported. The key step of this synthesis is an asymmetric cylopropenation to generate an enantiopure enyne C which is then subjected to a Pauson-Khand cyclization.