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Citation: XIE Fang, ZHANG Zhenfeng, ZHANG Ye, ZHANG Wanbin. Synthesis of Chiral Organocatalysts Possessing a Skeleton of6,7-Dihydro-5H-pyrrolo[1,2-a]imidazole: A Comprehensive College Chemistry Experiment[J]. University Chemistry, ;2019, 34(4): 55-60. doi: 10.3866/PKU.DXHX201808002 shu

Synthesis of Chiral Organocatalysts Possessing a Skeleton of6,7-Dihydro-5H-pyrrolo[1,2-a]imidazole: A Comprehensive College Chemistry Experiment

Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, P. R. China

Received Date: 2 August 2018

A new and comprehensive chemistry experiment was introduced, which was developed based on our research work. Chiral bicyclic imidazole nucleophilic catalysts were synthesized from the readily available starting materials, imidazole and acrolein, and were separated easily by kinetic resolution using Nov435. The structures were identified by IR, ¹H NMR, ¹³C NMR, HRMS, melting point measurements and optical rotations. This experiment covers training in experimental skills such as synthesis, structural characterization and optical purity measurements. This is not only beneficial to improve the comprehensive experimental ability of the students but also broadens their vision.
- Bicyclic imidazole,
- Kinetic resolution,
- Organocatalyst
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