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Issue 14, 2016
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Synergistic gold and enamine catalysis: intermolecular α-alkylation of aldehydes with allenamides

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Abstract

Aldehydes can be α-alkylated with allenamides by the combined action of an organocatalyst and a gold complex. The reaction requires the simultaneous generation of an enamine and a gold-activated allenamide. Importantly, by using a chiral amine as organocatalyst it is possible to obtain aldehyde products featuring all-carbon quaternary stereocenter at their α-position, with moderate to good levels of enantioselectivity.

Graphical abstract: Synergistic gold and enamine catalysis: intermolecular α-alkylation of aldehydes with allenamides

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Publication details

The article was received on 18 Nov 2015, accepted on 08 Jan 2016 and first published on 08 Jan 2016


Article type: Communication
DOI: 10.1039/C5CC09533F
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Citation: Chem. Commun., 2016,52, 2909-2912
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    Synergistic gold and enamine catalysis: intermolecular α-alkylation of aldehydes with allenamides

    J. Fernández-Casado, R. Nelson, J. L. Mascareñas and F. López, Chem. Commun., 2016, 52, 2909
    DOI: 10.1039/C5CC09533F

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