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Synfacts 2008(9): 0979-0979  
DOI: 10.1055/s-2008-1078633
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Ni- and Pd-Catalyzed Organozinc Coupling with CO2

Contributor(s):Paul Knochel, Andreas J. Wagner
C. S. Yeung, V. M. Dong*
University of Toronto, Canada
Beyond Aresta’s Complex: Ni- and Pd-Catalyzed Organozinc Coupling with CO2
J. Am. Chem. Soc.  2008,  130:  7826-7827  
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Publication History

Publication Date:
22 August 2008 (online)

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Key words

nickel - palladium - Negishi coupling - carbon dioxide

Significance

This is the first study reporting the mild carboxylation of organozinc reagents using Pd or Ni catalysts and CO2 as electrophile. The reaction tolerates a variety of functional groups and yields the respective carboxylic acids generally in good to excellent yields.

Comment

This reaction makes use of CO2 as a C1 source which is appealing due to its natural abundance and absence of toxicity. It would be interesting to evaluate the possible potential of this protocol for an asymmetric carboxylation.

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