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Synthesis 2009(9): 1525-1530
DOI: 10.1055/s-0028-1088124
DOI: 10.1055/s-0028-1088124
SPECIALTOPIC
© Georg Thieme Verlag
Stuttgart ˙ New York
Organocatalytic Enantioselective Conjugate Addition of 2-Fluoromalonate to Nitroolefins: Direct Synthesis of Chiral Fluorinated γ-Nitro Carboxylic Acid Derivatives
Further Information
Received
29 January 2009
Publication Date:
14 April 2009 (online)
Publication History
Publication Date:
14 April 2009 (online)
![](https://www.thieme-connect.de/media/synthesis/200909/lookinside/thumbnails/10.1055-s-0028-1088124-1.jpg)
Abstract
An unprecedented organocatalytic asymmetric Michael addition of fluorine-containing carbon-centered nucleophiles to nitroolefins has been described. The process features the creation of a fluorine-containing quaternary carbon center and an adjacent chiral carbon center adducts with good to excellent level of enantioselectivity.
Key words
cinchona alkaloid - conjugate addition - fluorination - nitroolefin
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References
CCDC-716267 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk.