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Issue 92, 2015
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Cinchona alkaloid thiourea mediated asymmetric Mannich reaction of isocyanoacetates with isatin-derived ketimines and subsequent cyclization: enantioselective synthesis of spirooxindole imidazolines

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Abstract

We report the organocatalyzed asymmetric Mannich reaction of isocyanoacetates with isatin derived ketimines in good yields along with high stereoselectivities. The subsequent organocatalyzed cyclization of Mannich adducts is also investigated, emerging as a promising strategy for the synthesis of optically active spirooxindole imidazolines.

Graphical abstract: Cinchona alkaloid thiourea mediated asymmetric Mannich reaction of isocyanoacetates with isatin-derived ketimines and subsequent cyclization: enantioselective synthesis of spirooxindole imidazolines

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Publication details

The article was received on 10 Jul 2015, accepted on 26 Aug 2015 and first published on 01 Sep 2015


Article type: Communication
DOI: 10.1039/C5RA17075C
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RSC Adv., 2015,5, 75648-75652

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    Cinchona alkaloid thiourea mediated asymmetric Mannich reaction of isocyanoacetates with isatin-derived ketimines and subsequent cyclization: enantioselective synthesis of spirooxindole imidazolines

    M. Zhao, L. Jing, H. Zhou and M. Shi, RSC Adv., 2015, 5, 75648
    DOI: 10.1039/C5RA17075C

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