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Issue 40, 2014
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Enantioselective aza-Morita–Baylis–Hillman reaction between acrylates and N-Boc isatin ketimines: asymmetric construction of chiral 3-substituted-3-aminooxindoles

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Abstract

The first enantioselective aza-Morita–Baylis–Hillman reaction of acrylates with ketimines derived from isatins has been developed. With 2 mol% of chiral bifunctional phosphine-squaramide 4e, optically active 3-substituted-3-amino-2-oxindoles were obtained in excellent yields with up to 91% ee.

Graphical abstract: Enantioselective aza-Morita–Baylis–Hillman reaction between acrylates and N-Boc isatin ketimines: asymmetric construction of chiral 3-substituted-3-aminooxindoles

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Publication details

The article was received on 30 Jun 2014, accepted on 15 Aug 2014 and first published on 15 Aug 2014


Article type: Paper
DOI: 10.1039/C4OB01358A
Citation: Org. Biomol. Chem., 2014,12, 8072-8078
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    Enantioselective aza-Morita–Baylis–Hillman reaction between acrylates and N-Boc isatin ketimines: asymmetric construction of chiral 3-substituted-3-aminooxindoles

    X. Zhao, T. Li, J. Qian, F. Sha and X. Wu, Org. Biomol. Chem., 2014, 12, 8072
    DOI: 10.1039/C4OB01358A

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