Highly enantioselective copper-catalyzed electrophilic trifluoromethylation of β-ketoesters

Enantioselective Cu-catalyzed trifluoromethylation of β-ketoesters using commercially available trifluoromethylating reagents is reported. A number of αCF3 β-ketoesters are obtained with up to 99% ee. The trifluoromethylated products were then transformed diastereoselectively to α-CF3 β-hydroxyesters w...

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Bibliographic Details
Main Authors: Deng, Qing-Hai (Author) , Wadepohl, Hubert (Author) , Gade, Lutz H. (Author)
Format: Article (Journal)
Language:English
Published: June 13, 2012
In: Journal of the American Chemical Society
Year: 2012, Volume: 134, Issue: 26, Pages: 10769-10772
ISSN:1520-5126
DOI:10.1021/ja3039773
Online Access:Verlag, Volltext: http://dx.doi.org/10.1021/ja3039773
Verlag, Volltext: http://pubs.acs.org/doi/10.1021/ja3039773
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Author Notes:Qing-Hai Deng, Hubert Wadepohl, and Lutz H. Gade
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Summary:Enantioselective Cu-catalyzed trifluoromethylation of β-ketoesters using commercially available trifluoromethylating reagents is reported. A number of αCF3 β-ketoesters are obtained with up to 99% ee. The trifluoromethylated products were then transformed diastereoselectively to α-CF3 β-hydroxyesters with two adjacent quaternary stereocenters via a Grignard reaction.
Item Description:Gesehen am 27.02.2019
Physical Description:Online Resource
ISSN:1520-5126
DOI:10.1021/ja3039773