L-缬氨酸衍生的磺酰胺类配体的合成及其在二乙基锌对苯甲醛的不对称加成中的应用  

Synthesis of L-valine Derivative Ligands and Their Application in Enantioselective Addition of Diethylzinc to Benzaldehyde

作　　者：黄华银[1,2] 姜艳[1] 边广岭[2] 宗华[1,2] 宋玲[2] 孙小强[1] 

机构地区：[1]常州大学化学化工学院,江苏常州213164 [2]中国科学院福建物质结构研究所,福建福州350002

出　　处：《合成化学》2011年第3期295-298,共4页Chinese Journal of Synthetic Chemistry

基　　金：福建省自然科学基金资助项目(2010J01055)

摘　　要：以L-缬氨酸为原料,合成了三个新的L-缬氨酸衍生的磺酰胺类手性配体(1a～1 c),其结构经NMR和MS表征。以二乙基锌对苯甲醛的不对称加成为探针反应,考察了1的催化性能。研究结果表明,1均具有较好的催化活性和手性诱导能力,尤其是1b催化加成反应的最高收率99%,(S)-1-苯基丙醇的最佳ee值72%。Three novel L-valine derivative chiral ligands（1a～1c） were synthesized from L-valine.The structrues were characterized by NMR and MS.The catalytic properties of 1 were investigated taking the enantioselective addition of diethylzinc to benzaldehyde as a probe reaction.The results showed that 1 exhibited better catalytic activity to the enantioselective addition,especially 1b in yield of 99% for 1-phenyl-propanol and excellent chiral induction with 72%ee for（S）-1-phenyl-propanol.

关 键 词：氨基酸衍生物 手性配体 不对称加成 乙基锌 合成 

分 类 号：O629.71[理学—有机化学]