Synthesis of Chiral Hydantoins and Thiazolidinediones via Iridium-Catalyzed Asymmetric Hydrogenation
作者机构：Shanghai Key Laboratory of Molecular Engineering of Chiral DrugsFrontiers Science Center for Transformative MoleculesSchool of Chemistry and Chemical EngineeringShanghai Jiao Tong University800 Dongchuan RoadShanghai 200240China College of ChemistryZhengzhou University75 Daxue RoadZhengzhouHenan 450052China
出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)
年 卷 期：2022年第40卷第7期
页 面：819-824页
核心收录：
学科分类：07[理学] 070303[理学-有机化学] 0703[理学-化学]
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。
主 题：Hydantoins Thiazolidinediones Phosphine-oxazoline ligand Iridium Asymmetric catalysis
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.
维普期刊数据库