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Issue 7, 2014
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Enantioselective organocatalytic oxa-Michael addition of oximes to β-CF3-β-disubstituted nitroalkenes: efficient synthesis of β-amino-α-trifluoromethyl alcohols

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Abstract

An enantioselective oxa-Michael addition of oximes to β-CF3-β-disubstituted nitroalkenes catalyzed by a chiral bifunctional cinchona alkaloid-based thiourea has been developed. A variety of trifluoromethylated oxime ethers possessing a tetrasubstituted carbon stereocenter were obtained in good yields with high enantioselectivities.

Graphical abstract: Enantioselective organocatalytic oxa-Michael addition of oximes to β-CF3-β-disubstituted nitroalkenes: efficient synthesis of β-amino-α-trifluoromethyl alcohols

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Publication details

The article was received on 21 Nov 2013, accepted on 02 Jan 2014 and first published on 06 Jan 2014


Article type: Communication
DOI: 10.1039/C3OB42329H
Citation: Org. Biomol. Chem., 2014,12, 1057-1060
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    Enantioselective organocatalytic oxa-Michael addition of oximes to β-CF3-β-disubstituted nitroalkenes: efficient synthesis of β-amino-α-trifluoromethyl alcohols

    F. Liu, J. Chen, B. Feng, X. Hu, L. Ye, L. Lu and W. Xiao, Org. Biomol. Chem., 2014, 12, 1057
    DOI: 10.1039/C3OB42329H

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