Published Online: 15 SEP 2010
Copyright © 2010 John Wiley & Sons, Inc. All rights reserved.
Comprehensive Organic Name Reactions and Reagents
How to Cite
2010. Barbier Reaction. Comprehensive Organic Name Reactions and Reagents. 47:202–209.
- Published Online: 15 SEP 2010
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In the Barbier reaction, both alkyl halides and carbonyl compounds are simultaneously mixed with magnesium turnings and form carbon-carbon bonds in one-step. It has been reported that small excess of the toxic halide can be used, and similar results, including the R:S ratio, with respect to the Grignard reaction can be obtained. This reaction is known to be preferable for halides and is believed to go through the single-electron transfer (SET) process. Presently, many zero-valent metals have been successfully applied to similar reaction conditions. It has been reported that nonpolar solvents favor R-regioselection whereas polar solvents lead to γ-syn selection. This reaction has wide applications in organic synthesis.
- Grignard reagents;
- single-electron transfer (SET);
- γ-syn selection