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Updated: Jun 21, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Diels-Alder cycloaddition strategy for kinetic resolution of chiral pyrazolidinones
Mukund P Sibi1, Keisuke Kawashima, Levi M Stanley
1Department of Chemistry and Molecular Biology, North Dakota State University, NDSU Department 2735, P.O. Box 6050, Fargo, North Dakota 58108-6050, USA. mukund.sibi@ndsu.edu
Abstract:
A rare example of the application of a catalytic, enantioselective Diels-Alder cycloaddition to affect a kinetic resolution has been developed. Chiral pyrazolidinones are resolved with high selectivity through a process that utilizes a relay of stereochemical information from a permanent chiral center to a fluxional chiral center to enhance the inherent selectivity of the chiral Lewis acid catalyst.
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