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Synfacts 2008(10): 1065-1065  
DOI: 10.1055/s-2008-1078126
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Oxidative Cation/Olefin Cyclization of Polyenes

Contributor(s): Mark Lautens, Valentina Aureggi
C. A. Mullen, A. N. Campbell, M. R. Gagné*
University of North Carolina at Chapel Hill, USA
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Publikationsdatum:
22. September 2008 (online)

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Significance

A limited number of asymmetric methods for the cyclization of polyenes have been reported, including the works developed by the groups of Yamamoto (Org. Lett. 2004, 6, 2551) and Ishihara ( Nature 2007, 445, 900). Herein, the efficient Pt-catalyzed enantioselective cation/olefin cascade cyclization of polypropenoids is reported. The authors previously reported the regio- and diastereoselective [(dppe)Pt]²+-catalyzed oxidative cascade cyclization of polyenes (J. Am. Chem. Soc. 2007, 129, 11880), and this work represents the enantioselective improvement of this work.