Henan University, Kaifeng, Henan 475004, P. R. China.
Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, P. R. China.
Chem Commun (Camb). 2019 Oct 24;55(86):12916-12919. doi: 10.1039/c9cc07380a.
An enantioselective aerobic decarboxylative Povarov reaction of N-aryl α-amino acids with methylenephthalimidines through cooperative photoredox and chiral Brønsted acid catalysis is reported. With a transition metal-free dual catalytic system including a chiral phosphoric acid and DPZ as a photosensitizer mediated by visible light, the transformations provided a series of valuable chiral isoindolin-1-ones containing a 3,3-spiro-tetrahydroquinoline-based stereocenter in high yields (up to 83%) with good to excellent enantioselectivities (up to 98% ee) and excellent diastereoselectivity (>20 : 1 dr).
本文报道了一种通过光氧化还原和手性布朗斯台德酸协同催化,N-芳基α-氨基酸与亚甲基邻苯二酰亚胺的对映选择性有氧脱羧 Povarov 反应。在可见光介导的无过渡金属的双催化体系中,包括手性磷酸和 DPZ 作为光敏剂,这些转化以高收率(高达 83%)、优异的对映选择性(高达 98%ee)和极好的非对映选择性(>20:1 dr)提供了一系列含有 3,3-螺四氢喹啉立体中心的有价值的手性异吲哚啉-1-酮。