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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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
January 26, 2012
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| In: |
Journal of the American Chemical Society
Year: 2012, Volume: 134, Issue: 6, Pages: 2946-2949 |
| ISSN: | 1520-5126 |
| DOI: | 10.1021/ja211859w |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1021/ja211859w Verlag, Volltext: http://pubs.acs.org/doi/10.1021/ja211859w 
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| Author Notes: | Qing-Hai Deng, Hubert Wadepohl, and Lutz H. Gade |
| Summary: | 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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| Item Description: | Gesehen am 27.02.2019 |
| Physical Description: | Online Resource |
| ISSN: | 1520-5126 |
| DOI: | 10.1021/ja211859w |