Issue 92, 2015

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

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

Supplementary files

Article information

Article type
Communication
Submitted
10 Jul 2015
Accepted
26 Aug 2015
First published
01 Sep 2015

RSC Adv., 2015,5, 75648-75652

Author version available

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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