Synthesis of 2,6-bis(4R-trialkylsiloxymethyloxazolinyl)pyridines and their use in catalytic asymmetric 1,3-dipolar cycloaddition reactions of nitrones and activated alkenes

被引:44
作者
Iwasa, S [1 ]
Tsushima, S [1 ]
Shimada, T [1 ]
Nishiyama, H [1 ]
机构
[1] Toyohashi Univ Technol, Sch Mat Sci, Aichi 4418580, Japan
关键词
nitrone; 1,3-dipolar cycloaddition; pybox; nickel; Lewis acid; asymmetric catalyst; oxazolidinone;
D O I
10.1016/S0040-4039(01)01315-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,3-Dipolar cycloaddition reaction of aromatic nitrones with 3-alkenoyl-2-oxazolidinones in the presence of a chiral 2,6-bis(4R-trialkylsiloxymethyloxazolinyl)pyridine/Ni(II) system proceeds smoothly with high enantioselectivity in up to 99% ee. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6715 / 6717
页数:3
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