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Synfacts 2010(9): 1043-1043  
DOI: 10.1055/s-0030-1257947
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Polycyclizations Catalyzed by Gold(I)

Contributor(s): Mark Lautens, Stephen G. Newman
S. G. Sethofer, T. Mayer, F. D. Toste*
University of California, Berkeley, USA
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Publikationsdatum:
23. August 2010 (online)

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Significance

Polycyclization reactions have a rich history of providing complex polycyclic scaffolds from linear precursors (see Review below). While in the past an emphasis has been placed on studying the diastereoselectivity, recent work has focused on asymmetric polycyclizations. The ­authors present a highly enantioselective gold(I)-catalyzed polycyclization initiated by an initial 6-exo-dig of enyne substrates.

Review: R. A. Yoder, J. N. Johnston Chem. Rev. 2005, 105, 4730-4756.