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Highly enantioselective copper-catalyzed alkylation of β-ketoesters and subsequent cyclization to spirolactones/bi-spirolactones

Cu-catalyzed enantioselective alkylation of β-ketoesters using alcohols for in situ preparation of alkylating reagents is reported. A number of functionalized β-ketoesters containing a quaternary carbon stereocenter are obtained with up to 99% ee. The alkylation products derived from 2-substituted a...

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Bibliographische Detailangaben
Hauptverfasser: Deng, Qing-Hai (VerfasserIn) , Wadepohl, Hubert (VerfasserIn) , Gade, Lutz H. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: January 26, 2012
In: Journal of the American Chemical Society
Year: 2012, Jahrgang: 134, Heft: 6, Pages: 2946-2949
ISSN:1520-5126
DOI:10.1021/ja211859w
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1021/ja211859w
Verlag, Volltext: http://pubs.acs.org/doi/10.1021/ja211859w
Volltext
Verfasserangaben:Qing-Hai Deng, Hubert Wadepohl, and Lutz H. Gade
Beschreibung
Zusammenfassung:Cu-catalyzed enantioselective alkylation of β-ketoesters using alcohols for in situ preparation of alkylating reagents is reported. A number of functionalized β-ketoesters containing a quaternary carbon stereocenter are obtained with up to 99% ee. The alkylation products derived from 2-substituted allylic alcohols or their corresponding iodides can then be converted to spirolactones, bi-spirolactones, and related chiral target products.
Beschreibung:Gesehen am 27.02.2019
Beschreibung:Online Resource
ISSN:1520-5126
DOI:10.1021/ja211859w

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