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Synfacts 2006(12): 1248-1248  
DOI: 10.1055/s-2006-949494
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Gold-Catalyzed Sila-Cope Rearrangement

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
Y. Horino, M. R. Luzung, F. D. Toste*
University of California, Berkeley, USA
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Publication History

Publication Date:
22 November 2006 (online)

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Significance

With increased interest in organo­silanes and silonates for various cross-coupling reactions the authors of this paper demonstrate the regioselective and stereoselective sila-Cope rearrangement of various substrates catalyzed by cationic gold(I) complexes. Depending on the nucleophile, the regioselectivity is completely reversed and therefore highly useful.