Synthesis of Chiral Hydantoins and Thiazolidinediones via Iridium-Catalyzed Asymmetric Hydrogenation  

作　　者：Yu Nie Jing Li Qianjia Yuan Wanbin Zhang 

机构地区：[1]Shanghai Key Laboratory of Molecular Engineering of Chiral Drugs,Frontiers Science Center for Transformative Molecules,School of Chemistry and Chemical Engineering,Shanghai Jiao Tong University,800 Dongchuan Road,Shanghai 200240,China [2]College of Chemistry,Zhengzhou University,75 Daxue Road,Zhengzhou,Henan 450052,China

出　　处：《Chinese Journal of Chemistry》2022年第7期819-824,共6页中国化学（英文版）

基　　金：supported by the National KeyR&D Programof China(No.2018YFE0126800);National Natural Science Foundation of China(Nos.22001164,21620102003 and 21991112);Shanghai Municipal Education Commission(No.201701070002E00030);Shanghai Pujiang Program(20PJ1406400);the startup funding from Shanghai Jiao Tong University。

摘　　要：Herein,we report an iridium-catalyzed asymmetric hydrogenation of hydantoin and thiazolidinedione derived exocyclic alkenes using our developed BiphPHOX as a ligand.The transformation shows good functional group tolerance,and gives the hydrogenated prod-ucts with excellent yields(up to 99%)and enantioselectivities(up to 98%ee).A gram-scale reaction was also carried out,and pro-vided the hydrogenated product in excellent yield with no erosion in enantioselectivity.Finally,the transformation of the hydrogen-ated product provided an efficient approach for the synthesis of the intermediate of a HIV protease inhibitor.

关 键 词：HYDANTOINS THIAZOLIDINEDIONES Phosphine-oxazoline ligand IRIDIUM Asymmetric catalysis 

分 类 号：O62[理学—有机化学]