Highly enantioselective and diastereoselective 1,3-dipolar cycloaddition reactions between azomethine imines and 3-acryloyl-2-oxazolidinone catalyzed by binaphthyldiimine-Ni(II) complexes

被引:126
|
作者
Suga, Hiroyuki [1 ]
Funyu, Akira [1 ]
Kakehi, Akikazu [1 ]
机构
[1] Shinshu Univ, Fac Engn, Dept Chem & Mat Engn, Wakasato, Nagano 3808553, Japan
关键词
D O I
10.1021/ol062675y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
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页码:97 / 100
页数:4
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