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Synfacts 2015; 11(12): 1307
DOI: 10.1055/s-0035-1560864
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Carbofluoroalkylation

Contributor(s):
Paul Knochel
,
Jeffrey M. Hammann
Li Z, García-Domínguez A, Nevado C * University of Zurich, Switzerland
Pd-Catalyzed Stereoselective Carboperfluoroalkylation of Alkynes.

J. Am. Chem. Soc. 2015;
137: 11610-11613
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Further Information

Publication History

Publication Date:
17 November 2015 (online)

 
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Key words

palladium - stereoselective reaction - alkynes

Significance

The authors describe a palladium-catalyzed three-component reaction involving terminal alkynes, boronic acids, and perfluoroalkyl iodides, leading to the desired products in a highly regio- and stereocontrolled manner.


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Comment

From a mechanistic point of view, the simultaneous addition of both aryl and C n F m groups across the triple bond in a radical-mediated process is proposed.


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