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Issue 78, 2013
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Cinchona-based squaramide-catalysed cascade aza-Michael–Michael addition: enantioselective construction of functionalized spirooxindole tetrahydroquinolines

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Abstract

An efficient enantioselective cascade aza-Michael–Michael addition reaction catalysed by a chiral bifunctional tertiary amine-squaramide catalyst has been developed. This cascade reaction proceeded well under mild conditions, furnishing highly functionalized spirooxindole tetrahydroquinolines with three contiguous stereocenters in excellent yields with excellent diastereoselectivities (>25 : 1 dr) and high enantioselectivities (up to 94% ee).

Graphical abstract: Cinchona-based squaramide-catalysed cascade aza-Michael–Michael addition: enantioselective construction of functionalized spirooxindole tetrahydroquinolines

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Publication details

The article was received on 01 Jul 2013, accepted on 01 Aug 2013 and first published on 01 Aug 2013


Article type: Communication
DOI: 10.1039/C3CC44930K
Citation: Chem. Commun., 2013,49, 8842-8844
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    Cinchona-based squaramide-catalysed cascade aza-Michael–Michael addition: enantioselective construction of functionalized spirooxindole tetrahydroquinolines

    W. Yang and D. Du, Chem. Commun., 2013, 49, 8842
    DOI: 10.1039/C3CC44930K

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