Palladium-Catalyzed Asymmetric Decarboxylative Lactamization of γ-Methylidene-δ-valerolactones with Isocyanates: Conversion of Racemic Lactones to Enantioenriched Lactams
A palladium-catalyzed asymmetric decarboxylative reaction of racemic γ-methylidene-δ-valerolactones with aryl isocyanates has been developed to give enantioenriched 3,3-disubstituted 2-piperidones. High enantioselectivity has been achieved by tuning the ester group on substrate and the substituents...
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| Veröffentlicht in: | Journal of the American Chemical Society 2008-12, Vol.130 (48), p.16174-16175 |
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| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
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| Zusammenfassung: | A palladium-catalyzed asymmetric decarboxylative reaction of racemic γ-methylidene-δ-valerolactones with aryl isocyanates has been developed to give enantioenriched 3,3-disubstituted 2-piperidones. High enantioselectivity has been achieved by tuning the ester group on substrate and the substituents of phosphoramidite ligand. |
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| ISSN: | 0002-7863 1520-5126 |
| DOI: | 10.1021/ja807662b |