(4R,5R)-1,3-二氧戊环-2,2-二苯基-4,5-二-[亚甲基-N,N'-(1-甲基-4-羟基苯甲醛)]的合成及其催化性能  

Synthesis and Asymmetric Catalytic Performance of(4R,5R)-1,3-dioxolane-2,2-diphenyl-4,5-bis[methylene-N,N'-(1-methyl-4-hydroxybenzaldehyde)]

作　　者：姜艳[1] 石宇杰[1] 杜晓莹[1] 孙小强[1] 

机构地区：[1]常州大学江苏省精细石油化工重点实验室,江苏常州213164

出　　处：《合成化学》2015年第2期130-133,共4页Chinese Journal of Synthetic Chemistry

基　　金：省产学研前瞻性联合研究项目(BY2013024-13)

摘　　要：以L-酒石酸和二苯甲酮为原料,经酯化、缩酮、加成、消除、还原和缩合等反应合成了一种新型席夫碱类化合物——(4R,5R)-1,3-二氧戊环-2,2-二苯基-4,5-二-[亚甲基-N,N'-(1-甲基-4-羟基苯甲醛)](4),其结构经1H NMR,13C NMR和LC-MS表征。以二烷基锌对苯甲醛的不对称加成为模板反应,考察了4的不对称催化性能。实验结果表明,4对该反应具有一定的催化效果(ee值52%)。A novel Schiff base,（4R,5R）-1,3-dioxolane-2,2-diphenyl-4,5-di-[methylene-N,N＇-（1-methyl-4-hydroxy benzaldehyde） ]（4）,was synthesized by esterification,ketal and reducation,etc,using L-tartaric acid and diphenylmethanone as the starting materials. The structure was characterized by^1 H NMR,^13 C NMR and LC-MS. The asymmetric catalytic performance of 4 in enantioselective addition of diethylzinc to benzaldehyde were investigated. The results showed that 4 exhibited certain catalytic performance with ee value of 52%.

关 键 词：席夫碱 合成 不对称催化性能 

分 类 号：O626[理学—有机化学] O621.3[理学—化学]