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Updated: Jan 21, 2026

Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
Highly enantioselective addition of sulfur-containing heterocycles to isatin-derived ketimines
Michael Franc1, Michal Urban, Ivana Císařová
1Department of Organic Chemistry, Charles University, Hlavova 8, 12843 Prague, Czech Republic. jan.vesely@natur.cuni.cz.
Abstract:
In this study, we report a highly stereoselective addition of sulfur-containing heterocyclic compounds to isatin-derived ketimines efficiently catalyzed by cinchonidine-derived bifunctional tertiary aminothiourea (1 mol%). This organocatalytic methodology furnishes a new type of optically active heterocyclic compound with two adjacent chiral quaternary carbon stereocenters in good yield (up to 98%), with excellent diastereoselectivity (up to 20 : 1 dr) and high enantioselectivity (up to 95% ee).
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