Enantioselective chlorination of β-keto esters and amides catalyzed by chiral copper(Ⅱ) complexes of squaramide-linked bisoxazoline ligand  

作　　者：Sheng-Jian Jia Da-Ming Du 

机构地区：[1]School of Chemical Engineering and Environment,Beijing Institute of Technology

出　　处：《Chinese Chemical Letters》2014年第11期1479-1484,共6页中国化学快报（英文版）

基　　金：financial support from the National Natural Science Foundation of China(Nos.21072010 and 21272024)

摘　　要：Enantioselective chlorination of b-keto esters and amides catalyzed by squaramide-linked bisoxazoline ligand–Cu（OAc）2complexes was investigated. The corresponding chlorinated products were obtained in excellent yields with moderate enantioselectivities. The effect of solvent, temperature, Lewis acid, and ligand structure on the reaction is discussed. This was the first investigation of catalytic asymmetric achlorination of b-keto amides. This study has highlighted that a simple chiral squaramide–oxazoline with cheap Cu（OAc）2 H2 O complexes can catalyze this chlorination.Enantioselective chlorination of b-keto esters and amides catalyzed by squaramide-linked bisoxazoline ligand–Cu（OAc）2complexes was investigated. The corresponding chlorinated products were obtained in excellent yields with moderate enantioselectivities. The effect of solvent, temperature, Lewis acid, and ligand structure on the reaction is discussed. This was the first investigation of catalytic asymmetric achlorination of b-keto amides. This study has highlighted that a simple chiral squaramide–oxazoline with cheap Cu（OAc）2 H2 O complexes can catalyze this chlorination.

关 键 词：Asymmetric catalysis Bisoxazoline Squaramide Chlorination b-Keto esters 

分 类 号：O641.4[理学—物理化学]