Michael Addition of Manganese Enolates to Nitroolefins
Abstract The Michael addition to nitroolefins of manganese enolates derived from an array of ketones is reported. The desired 1,4-adducts are obtained in high yield and excellent diastereo- and regioselectivity, the sole kinetic adduct being obtained in the case of nonsymmetrical ketones. The effect...
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| Veröffentlicht in: | Synlett 2007-11, Vol.2007 (18), p.2829-2832 |
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| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | Abstract
The Michael addition to nitroolefins of manganese enolates derived from an array of ketones is reported. The desired 1,4-adducts are obtained in high yield and excellent diastereo- and regioselectivity, the sole kinetic adduct being obtained in the case of nonsymmetrical ketones. The effect of a thiourea-type organocatalyst on the addition of several representative nitroolefins to the kinetic manganese enolate derived from isopropyl ethyl ketone is also reported. |
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| ISSN: | 0936-5214 1437-2096 |
| DOI: | 10.1055/s-2007-991096 |