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Synfacts 2011(1): 0077-0077  
DOI: 10.1055/s-0030-1259123
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Gold-Catalyzed Oxidative Coupling Reactions

Contributor(s): Paul Knochel, Thomas Kunz
W. E. Brenzovich, Jr., J.-F. Brazeau, F. D. Toste*
University of California, Berkeley, USA
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Publication History

Publication Date:
21 December 2010 (online)

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Significance

In this work, a gold-catalyzed oxidative coupling of alkenes with aryltrimethylsilanes is disclosed. Using trimethylsilanes instead of boronic acids reduces homocoupling byproducts and allows intramolecular coupling reactions. ­Furthermore, the scope of functional groups on the coupling partners can be expanded considerably, and substitution is tolerated in para, meta, and ortho positions.