Bioinspired manganese complexes catalyzed epoxidation for the synthesis of the epoxyketone fragment of carfilzomib

作     者：Bin Qiu Chungu Xia Wei Sun 

作者机构：Key Laboratory for Oxo Synthesis and Selective Oxidation Suzhou Research Institute of LICP Lanzhou Institute of Chemical Physics (LICP) Chinese Academy of Sciences University of Chinese Academy of Sciences 

出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)

年 卷 期：2019年第30卷第3期

页      面：698-701页

核心收录：

学科分类：07[理学] 0703[理学-化学] 

基　　金：financial support of this work from the National Natural Science Foundation of China (No. 21473226) Key Research Program of Frontier Sciences, CAS(No. QYZDJ-SSWSLH051) Natural Science Foundation of Jiangsu Province (Nos. BK20161261 and BK20170420) 

主　　题：Catalytic epoxidation Bioinspired manganese complexes Hydrogen peroxide Epoxyketone Carfilzomib 

摘      要：We report herein an efficient catalytic epoxidation reaction for the synthesis of epoxyketone(tert-butyl((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate), which is an important synthetic intermediate of carfilzomib. A series of bioinspired manganese complexes bearing N4 ligands are carefully investigated in the epoxidation of enone precursor with H_2O_2 as oxidant in the presence of carboxylic acid(e.g., acetic acid).