过渡金属催化氧/氮杂环丙烷不对称开环反应的研究进展  

Progress in Transition Metal-Catalyzed Asymmetric Ring-Opening Reactions of Epoxides and Aziridines

作　　者：杜青锋 张璐 高峰 王乐 张万斌[2] Du Qingfeng;Zhang Lu;Gao Feng;Wang Le;Zhang Wanbin(School of Chemistry and Chemical Engineering,Shanghai University of Engineering Science,Shanghai 201620;Shanghai Key Laboratory for Molecular Engineering and Chiral Drugs,Frontiers Science Center for Transformative Molecules Shanghai,School of Chemistry and Chemical Engineering,Shanghai Jiao Tong University,Shanghai 200240)

机构地区：[1]上海工程技术大学化学化工学院,上海201620 [2]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：《有机化学》2022年第10期3240-3262,共23页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21991112)资助项目。

摘　　要：氧/氮杂环丙烷是一类重要的三元杂环结构,由于三元环环张力较大,因此具有较高的反应活性.过渡金属催化下氧/氮杂环丙烷的不对称开环反应是一种高效构建含氧、氮杂原子手性分子的策略.通过该策略可以构筑一系列手性醇、胺及相应杂环化合物.综述了近二十年来过渡金属催化氧/氮杂环丙烷的不对称开环反应研究进展,重点讨论了过渡金属催化剂、亲核试剂和配体的类型等因素对不对称开环反应的影响,探讨了其反应机制及其在有机合成化学中的应用,并对该领域的发展方向进行了展望.Epoxides and aziridines are important three-membered cyclic compounds,which exhibit high reactivity due to their strong strain in molecules.The asymmetric ring-opening reactions of epoxides and aziridines catalyzed by transition metals are efficient strategies for the construction of chiral molecules containing O/N atoms.In this way,a series of chiral alcohols,chiral amines and chiral heterocycles can be constructed.The recent progress in transition metal-catalyzed asymmetric ring-opening reactions of epoxides and aziridines in the past two decades is reviewed with emphasis on the influence of the kinds of transition metal catalysts,nucleophiles,and ligands.Furthermore,the possible reaction mechanisms and applications for the asymmetric ring-opening reactions are discussed,and the future development in this field is also prospected.

关 键 词：过渡金属催化 氧杂环丙烷 氮杂环丙烷 不对称开环反应 亲核偶联 

分 类 号：O626[理学—有机化学]