Design and synthesis of a chiral N-tethered bis(imidazoline) ligand
Design and synthesis of a chiral N-tethered bis(imidazoline) ligand
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DOI：
10.1055/s-2005-917101
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发表时间：
2005-10-17
期刊：
影响因子：
2
通讯作者：
Yanagisawa, A
中科院分区：
文献类型：
--
作者：
Arai, T;Mizukami, T;Yanagisawa, A
采用发散策略设计合成了一种新型的手性氮系双咪唑啉配体（Nb-咪唑啉）。因此，伯胺与两个氯甲基化咪唑啉分子的单一偶联反应提供Nb-咪唑啉。铌-咪唑啉的三氟甲磺酸铜配合物催化苯乙烯与重氮乙酸乙酯的反式选择性环丙烷化反应，得到高化学产率的加成物，对映体过量高达83%。
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%.