Construction of Vicinal Tetrasubstituted Stereocenters with a C鈥揊 Bond through a Catalytic Enantioselective Detrifluoroacetylative Mannich Reaction
详细信息 查看全文
- 作者：Xihong Liu ; Jinlong Zhang ; Long Zhao ; Shixiong Ma ; Dongxu Yang ; Wenjin Yan ; Rui Wang
- 刊名：Journal of Organic Chemistry
- 出版年：2015
- 出版时间：December 18, 2015
- 年：2015
- 卷：80
- 期：24
- 页码：12651-12658
- 全文大小：469K
- ISSN：1520-6904
文摘
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).