Design and synthesis of a chiral N-tethered bis(imidazoline) ligand

被引:27
作者
Arai, T [1 ]
Mizukami, T
Yokoyama, N
Nakazato, D
Yanagisawa, A
机构
[1] Chiba Univ, Fac Sci, Dept Chem, Inage 2638522, Japan
[2] Chiba Univ, Grad Sch Sci & Technol, Inage 2638522, Japan
关键词
asymmetric catalysis; ligands; imidazoline; copper; cyclopropanation;
D O I
10.1055/s-2005-917101
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A chiral nitrogen-tethered bis (imidazoline) ligand (Nb-imidazoline) was newly designed and synthesized in a divergent strategy. Thus, a single coupling reaction of primary amine with two molecules of chloromethylated imidazoline provided the Nb-imidazoline. The copper(II) triflate complex of Nb-imidazoline catalyzed a trans-selective cyclopropanation of styrene with ethyl diazoacetate to give the adduct in high chemical yield with good enantiomeric excess up to 83%.
引用
收藏
页码:2670 / 2672
页数:3
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