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Asymmetric Conjugate Addition to α-Substituted Enones/Enolate Trapping

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Mauduit, Marc
Published in Organic Letters. 2014, vol. 16, no. 1, p. 118-121
Abstract An NHC–Cu complex catalyzed the asymmetric conjugate addition (ACA) of various Grignard reagents to nonactivated α-substituted cyclic enones to give 2,3-dialkylated cyclopentanones and cyclohexanones. The Michael addition features the formation of a magnesium enolate intermediate. One-pot diastereoselective trapping of this enolate by alkyl, propargyl, allyl, and benzyl halides led to ketones with contiguous α-quaternary and β-tertiary centers.
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Other version: http://pubs.acs.org/doi/abs/10.1021/ol403104s
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GERMAIN, Nicolas et al. Asymmetric Conjugate Addition to α-Substituted Enones/Enolate Trapping. In: Organic Letters, 2014, vol. 16, n° 1, p. 118-121. https://archive-ouverte.unige.ch/unige:32843

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Deposited on : 2014-01-07

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