镍催化不对称氢化构建手性C—X键的研究进展  

Development of Construction of Chiral C—X Bonds through Nickel Catalyzed Asymmetric Hydrogenation

作　　者：蔡新红 陈建中[1] 张万斌[1] Cai Xinhong;Chen Jianzhong;Zhang Wanbin(Shanghai Key Laboratory for Molecular Engineering and Chiral Drugs,Frontiers Science Center for Transformative Molecules,School of Chemistry and Chemical Engineering,Shanghai Jiao Tong University,Shanghai 200240,China)

机构地区：[1]上海交通大学化学化工学院、变革性分子前沿科学中心、上海市手性药物分子工程重点实验室,上海200240

出　　处：《化学学报》2023年第6期646-656,共11页Acta Chimica Sinica

基　　金：国家自然科学基金(Nos.21991112,21702134,21772119)资助.

摘　　要：具有手性C—X(X=N,O,P,B,F等)键的骨架广泛存在于天然产物和生物活性分子中.其合成方法研究受到了人们越来越多的关注.其中,过渡金属催化的不对称氢化反应是构建手性C—X键最有效的策略之一.在众多过渡金属催化剂中,铁钴镍铜等丰产金属因其储量丰富、环境友好以及价格低廉等优点而被用来替代铑钌铱钯等稀有金属应用于不对称氢化反应中.目前,以此方法来构建手性C—X键已经成为现代有机化学的发展趋势之一,其中镍络合物作为催化剂的不对称氢化,是发展较为迅速的方法之一.基于此,本文将综述丰产金属镍催化氢气条件下的不对称氢化构建手性C—X键的研究进展.主要包括:(1)镍催化不对称氢化构建手性C—N键的研究;(2)镍催化不对称氢化构建手性C—O键的研究;(3)镍催化不对称氢化构建手性C—P键的研究;(4)镍催化不对称氢化构建手性C—B键的研究;(5)镍催化不对称氢化构建手性C—F键的研究.Chiral C—X(X=N,O,P,B,F,etc.)bond fragments are present in a wide variety of natural and pharmaceutically active molecules.Transition metal-catalyzed asymmetric hydrogenation is one of the most attractive strategies for the synthesis of these chiral compounds.Among the many transition metal catalysts,earth-abundant transition metals(iron,cobalt,nickel,and copper)have been used in asymmetric hydrogenation to replace rare metals(rhodium,ruthenium,iridium and palladium)due to their abundant reserves,low toxicity,and environmental friendliness.At present,this method for the construction of chiral C—X bonds has become a prominent trend in modern organic chemistry.Among them,the development of nickel catalysts has been relatively rapid.Based on this,the article will review the latest research in the preparation of compounds with chiral C—X bonds via nickel-catalyzed asymmetric hydrogenation using hydrogen.It is divided into five sections consisting of the construction of chiral C—N,C—O,C—P,C—B and C—F bonds by nickel-catalyzed asymmetric hydrogenation.

关 键 词：不对称氢化 手性C—X键 镍催化 丰产金属 活性分子 

分 类 号：O621.251[理学—有机化学]