Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 24, Pages 12651-12658Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b02238
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Funding
- National Natural Science Foundation of China (NSFC) [21432003, 21272102, 91413107]
- Innovation Group of Gansu Province [1210RJIA002]
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An efficient asymmetric detrifluoroacetylative Mannich reaction of 2-fluoro-1,3-diketones/hydrates with isatin-derived ketimines catalyzed by a chiral copper(II)-diamine complex has been realized. The reaction afforded a series of 3-substituted 3-amino-2-oxindoles bearing fluorine-containing vicinal tetrasubstituted stereocenters in high yields (up to 99%) with excellent diastereoselectivities (up to >20:1 dr) and enantioselectivities (up to 94% ee).
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