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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: Deng, Qing-Hai (VerfasserIn) , Wadepohl, Hubert (VerfasserIn) , Gade, Lutz H. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: June 13, 2012
In: Journal of the American Chemical Society
Year: 2012, Jahrgang: 134, Heft: 26, Pages: 10769-10772
ISSN:1520-5126
DOI:10.1021/ja3039773
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1021/ja3039773
Verlag, Volltext: http://pubs.acs.org/doi/10.1021/ja3039773
Volltext
Verfasserangaben:Qing-Hai Deng, Hubert Wadepohl, and Lutz H. Gade
Beschreibung
Zusammenfassung: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.
Beschreibung:Gesehen am 27.02.2019
Beschreibung:Online Resource
ISSN:1520-5126
DOI:10.1021/ja3039773