Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 355, Issue 16, Pages 3131-3136Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201300398
Keywords
asymmetric synthesis; CH functionalization; 1; 5-hydride transfer; organocatalysis; tetrahydroquinolines
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Funding
- Soonchunhyang University Research Fund
- Basic Science Research Program through the National Research Foundation of Korea (NRF)
- Ministry of Education, Science and Technology [2013-052688]
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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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