Enantioselective Aerobic Oxidative C(sp3)–H Olefination of Amines via Cooperative Photoredox and Asymmetric Catalysis

详细信息    查看全文

• 作者：Guo Wei ; Chenhao Zhang ; Filip Bureš ; Xinyi Ye ; Choon-Hong Tan ; Zhiyong Jiang
• 刊名：ACS Catalysis
• 出版年：2016
• 出版时间：June 3, 2016
• 年：2016
• 卷：6
• 期：6
• 页码：3708-3712
• 全文大小：420K
• 年卷期：0
• ISSN：2155-5435

文摘

A cooperative photoredox and asymmetric catalysis for the enantioselective aerobic oxidative C(sp³)–H olefination of tetrahydro-β-carbolines (THCs) is reported. This method, which is also effective for tetrahydroisoquinolines (THIQs), features a triple-catalyst strategy, involving a dicyanopyrazine-derived chromophore (DPZ) as the metal-free photoredox catalyst, a chiral Lewis base catalyst, and an inorganic salt cocatalyst. The current protocol provides straightforward access to a series of valuable α-substituted THCs and THIQs in high yields with excellent regio- and enantioselectivities (up to 95% ee).