Highly enantioselective and diastereoselective 1,3-dipolar cycloaddition reactions between azomethine imines and 3-acryloyl-2-oxazolidinone catalyzed by binaphthyldiimine-Ni(II) complexes
Highly enantioselective and diastereoselective 1,3-dipolar cycloaddition reactions between azomethine imines and 3-acryloyl-2-oxazolidinone catalyzed by binaphthyldiimine-Ni(II) complexes
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DOI：
10.1021/ol062675y
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发表时间：
2007-01-04
期刊：
影响因子：
5.2
通讯作者：
Kakehi, Akikazu
中科院分区：
文献类型：
--
作者：
Suga, Hiroyuki;Funyu, Akira;Kakehi, Akikazu
我们已经发现了在偶极-HOMO-/偶极亲电体-LUMO-控制的稠合偶氮甲亚胺和3-丙烯酰基-2-恶唑烷酮之间的不对称1，3-偶极环加成反应中，使用手性BINIM-Ni（II）络合物作为手性刘易斯酸催化剂，高水平的不对称诱导（97- 74%ee）沿着高的非对映选择性（> 99：1-64：36）的第一个实例。
We have found the first example of high levels of asymmetric induction (97-74% ee) along with high diastereoselectivity (> 99:1-64:36) in dipole-HOMO-/dipolarophile-LUMO-controlled asymmetric 1,3-dipolar cycloaddition reactions between fused azomethine imines and 3-acryloyl-2-oxazolidinone using a chiral BINIM-Ni(II) complex as a chiral Lewis acid catalyst.