有机锂试剂对二茂铁亚胺的不对称加成反应  

Asymmetric Addition of Organolithium Reagents to Ferrocenylimines

作　　者：张慧卿[1] 袁浩[1] 周智明[1] 

机构地区：[1]北京理工大学化工与环境学院,北京100081

出　　处：《有机化学》2009年第4期601-605,共5页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.20572009);北京理工大学基础研究基金(No.000Y05)资助项目.

摘　　要：研究了利用(-)-sparteine辅助的有机锂试剂对非手性二茂铁亚胺的对映选择性加成和对衍生于廉价的苯乙胺的手性二茂铁亚胺的非对映选择性加成反应.对亚胺结构和实验条件对反应的影响进行了深入研究.在有机锂试剂对非手性二茂铁亚胺的对映异构体选择性加成中得到了中等的对映选择性,对衍生于(R)-苯乙胺的手性二茂铁亚胺的非对映选择性加成反应,路易斯酸BF3?OEt2的添加对反应非常有利,得到了非常好的非对映选择性.The （-）-sparteine-mediated enantioselective addition of organolithium compounds to achiral ferrocenylimines and diastereoselective addition of organolithium reagents to chiral ferrocenyl imines derived from inexpensive （R）- and （S）-1-phenylethylamines were carried out. The influence of the imine struc- ture, as well as the effect of experimental conditions on the reaction was studied. Modest enantiomeric ex- cess was obtained with the achiral imines. And high diastereoselectivity was achieved with the chiral imine derived from （R）-（＋）-1-phenylethylamine in the presence of the Lewis acid BFaoOEt2.

关 键 词：二茂铁亚胺 (-)-sparteine 不对称加成 路易斯酸 

分 类 号：O621.251[理学—有机化学]