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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| Hauptverfasser: | , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
January 26, 2012
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| 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 
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| Verfasserangaben: | Qing-Hai Deng, Hubert Wadepohl, and Lutz H. Gade |
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| 520 | |a 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. | ||
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