Organocatalytic asymmetric decarboxylative cyanomethylation of isatins using L-proline derived bifunctional thiourea.

Org Biomol Chem

Chemical Biology Laboratory, Department of Biotechnology, Bhupat and Jyothi Mehtha School of Biosciences Building, Indian Institute of Technology Madras, Chennai 600036, India.

Published: June 2014

First asymmetric decarboxylative cyanomethylation of isatins is reported herewith using bifunctional thiourea derived from l-proline in good yields and enantioselectivities. This strategy enables the construction of various 3-cyanomethylene substituted 3-hydroxyoxindoles in enantioselective manner. Enantioselective synthesis of CPC-1 alkaloid has been accomplished in fewer steps.

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http://dx.doi.org/10.1039/c4ob00271gDOI Listing

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