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Gong Lei, associate professor of Xiamen University, has made important progress in the study of asymmetric alkylation of imines catalyzed by visible light driven operational copper complexes The relevant results were recently published in J am Chem SOC (J am Chem SOC 2018, with the title of "copper (II) - catalyzed asymmetric photodox reactions: enantioselective alkylation of imines driven by visible light",
140 , 15850 )。
Visible light driven reactions have been widely used in organic synthesis, especially in asymmetric synthesis, which provides a new way for the precise construction of chiral materials The strategy can be applied to the development of new asymmetric reactions and the discovery of new structural chiral compounds In recent years, Gong Lei's group has been mainly engaged in the study of visible light asymmetric synthesis catalyzed by complexes of non rare elements It is the first time to realize the visible light asymmetric radical conjugation addition catalyzed by chiral nickel On the basis of this work, the team used cheap, easily obtained and easily modified chiral oxazoline copper (II) complex as visible light / asymmetric bifunctional catalyst to realize the highly stereoselective imidization reaction under the blue LED irradiation and extremely mild conditions Through a series of free radical capture, control experiments, in-situ UV visible spectroscopy, paramagnetic resonance, etc., the free radical course of the reaction was confirmed, and the formation mechanism of "two valence copper complex ligand exchange metal carbon bond photolysis" was proposed, and the catalytic mechanism was demonstrated in detail This method has a good range of substrate application Using the flexible modification of bis oxazoline ligands, our group has realized the synthesis of sulfonamides and 3-amino-3-alkyloxyindoles containing quaternary carbon chiral centers In 36 reaction substrate combinations, the highest EE value can reach 98%, which is also rare in free radical reactions The research was conducted under the guidance of Associate Professor Gong Lei The experimental part was mainly completed by Li Yanjun (the first author), a 2016 level doctoral student, and part of the work was participated by Zhou kexu, a graduate student The research work has been supported by the National Natural Science Foundation of China (21572184, 21472154), Fujian Provincial Outstanding Youth Fund (2017j06006), President's fund of Xiamen University (20720160027), and Nanqiang youth top talent program (class B).