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Issue 10, 2012
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Copper(I) catalyzed asymmetric 1,2-addition of Grignard reagents to α-methyl substituted α,β-unsaturated ketones

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Abstract

The first catalytic enantioselective 1,2-addition of Grignard reagents to ketones is presented. This additive-free copper(I) catalyzed 1,2-addition provides chiral allylic tertiary alcohols with an er of up to 98 : 2 and excellent yields due to the complete shift of overwhelming 1,4-selectivity of copper(I)-catalysts towards 1,2-selectivity in the addition reaction to enones.

Graphical abstract: Copper(i) catalyzed asymmetric 1,2-addition of Grignard reagents to α-methyl substituted α,β-unsaturated ketones

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Publication details

The article was received on 30 Oct 2011, accepted on 16 Nov 2011 and first published on 16 Nov 2011


Article type: Communication
DOI: 10.1039/C1CC16725A
Citation: Chem. Commun., 2012,48, 1478-1480
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    Copper(I) catalyzed asymmetric 1,2-addition of Grignard reagents to α-methyl substituted α,β-unsaturated ketones

    A. V. R. Madduri, A. J. Minnaard and S. R. Harutyunyan, Chem. Commun., 2012, 48, 1478
    DOI: 10.1039/C1CC16725A

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