An enantioselective aza-Henry reaction of trifluoromethyl ketimines catalyzed by phase-transfer catalysts. Issue 18 (9th August 2019)

• Record Type: Journal Article
• Authors: Wang, Xiaonan; Gao, Yuan; Wei, Zhonglin; Cao, Jungang; Liang, Dapeng; Lin, Yingjie; Duan, Haifeng
• Is Part Of: Organic chemistry frontiers. Volume 6:Issue 18(2019)
• Page Start: 3269
• Page End: 3273
• Publication Date: 2019-08-09
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c9qo00850k
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : An enantioselective aza-Henry reaction of acyclic trifluoromethyl ketimines was performed using a bifunctional catalyst. The products were converted to diamines and imidazolidine-2-ones. Abstract : An efficient enantioselective aza-Henry reaction of acyclic trifluoromethyl-substituted ketimines has been performed successfully by using a bifunctional chiral ammonium catalyst bearing multiple H-bonding donors, which was derived from quinine. The corresponding products were obtained in excellent yields (up to 98% yield) with high enantioselectivities (up to 96% ee), and they could be easily converted to diamines and imidazolidine-2-ones with chiral tetrasubstituted carbon centers in excellent yields with high enantioselectivities.