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Asymmetric Synthesis of Tetrahydroquinolines via 1,5-Hydride Transfer/Cyclization Catalyzed by Chiral Primary Amine Catalysts
- Authors
- Kang, Young Ku; Kim, Dae Young
- Issue Date
- 11-Nov-2013
- Publisher
- John Wiley & Sons Ltd.
- Keywords
- asymmetric synthesis; CH functionalization; 1; 5-hydride transfer; organocatalysis; tetrahydroquinolines
- Citation
- Advanced Synthesis & Catalysis, v.355, no.16, pp 3131 - 3136
- Pages
- 6
- Journal Title
- Advanced Synthesis & Catalysis
- Volume
- 355
- Number
- 16
- Start Page
- 3131
- End Page
- 3136
- ISSN
- 1615-4150
1615-4169
- Abstract
- Chiral primary amine-catalyzed asymmetric CH functionalization has been achieved. In this process, enantiotopic Csp(3)H functionalization at the -position to the nitrogen atom of 4-[ortho-(dialkylamino)phenyl]but-3-en-2-one is activated by chiral 9-amino(9-deoxy)-epi-quinine to afford tetrahydroquinine derivatives with high enantioselectivities (up to 97% ee).
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Related Researcher
- Kim, Dae Young
- College of Natural Sciences (Department of Chemistry)