三[(S)-α,α-二(4-甲基苯基)-2-吡咯烷甲醇]膦酰胺催化链状酮酯化合物的不对称还原反应  

Asymmetric Reduction of Chain Aliphatic Ketoesters Catalyzed by Tris[(S)⁃α,α⁃bis(4⁃methylphenyl)⁃2⁃pyrrolidine methanol]phosphonamide

作　　者：陈丽燕 谈东兴 韩福社[1,2] CHEN Li-Yan;TAN Dong-Xing;HAN Fu-She(CAS Key Lab of High-Performance Synthetic Rubber and Its Composite Materials,Changchun Institute of Applied Chemistry,Chinese Academy of Sciences,Changchun 130022,China;Academy of Applied Chemistry and Engineering University of Science and Technology of China,Hefei 230026,China)

机构地区：[1]中国科学院长春应用化学研究所,中国科学院高性能合成橡胶及其复合材料重点实验室,长春130022 [2]中国科学技术大学应用化学与工程学院,合肥230026

出　　处：《应用化学》2022年第3期425-438,共14页Chinese Journal of Applied Chemistry

基　　金：国家自然科学基金(No.22071235)资助

摘　　要：报道了三[(S)-α,α-二(4-甲基苯基)-2-吡咯烷甲醇]膦酰胺催化剂催化链状酮酯化合物的不对称还原反应。研究发现,该方法对碳链长为5~11的链状酮酯具有较好的催化效果,在物质的量分数为5%手性膦酰胺催化作用下,产物手性羟基酯化合物的收率最高可达89%,对映体过量(ee)值最高可达95%。此方法为手性链状羟基酯衍生物的合成提供了新选择。The asymmetric reduction of chain aliphatic ketoesters catalyzed by tris[(S)?α,α?bis(4-methylphenyl)-2-pyrrolidine methanol]phosphonamide was reported.The protocol displays good catalytic efficiency for the chain ketoesters with the carbon number of 5-11.With the presence of molar fraction 5%of the chiral phosphonamide catalyst,the yield of the chiral hydroxy esters is up to 89%and the enantionmeric excesses(ee)value is up to 95%.This method provides an alternative option for the synthesis of chiralγ-orδ-hydroxy esters.

关 键 词：酮酯化合物 羟基酯化合物 手性膦酰胺 不对称还原 

分 类 号：O623.5[理学—有机化学]