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Issue 6, 2011
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Efficient palladium-catalyzed asymmetric allylic alkylation of ketones and aldehydes

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Abstract

Palladium-catalyzed asymmetric allylic alkylation of ketones, via enamines generated in situ as nucleophiles, were carried out smoothly with chiral metallocene-based P,N-ligands. Under the same conditions, however, reactions of aldehydes could hardly be observed. Subsequently, this obstacle was resolved by using chiral metallocene-based P,P-ligands. Both ketones and aldehydes afforded excellent enantioselectivities with up to 98% ee and 94% ee, respectively.

Graphical abstract: Efficient palladium-catalyzed asymmetric allylic alkylation of ketones and aldehydes

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Publication details

The article was received on 21 Oct 2010, accepted on 13 Dec 2010 and first published on 15 Dec 2010


Article type: Paper
DOI: 10.1039/C0OB00915F
Citation: Org. Biomol. Chem., 2011,9, 1871-1875
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    Efficient palladium-catalyzed asymmetric allylic alkylation of ketones and aldehydes

    X. Zhao, D. Liu, F. Xie, Y. Liu and W. Zhang, Org. Biomol. Chem., 2011, 9, 1871
    DOI: 10.1039/C0OB00915F

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