Recent development of regio- and stereoselective aminohalogenation reaction of alkenes

被引:186
|
作者
Li, Guigen [1 ]
Kotti, S. R. S. Saibabu [1 ]
Timmons, Cody [1 ]
机构
[1] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
关键词
aminohalogenation; haloamidation; cinnamate; aziridinium ion; ionic liquid;
D O I
10.1002/ejoc.200600990
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This microreview presents the development of the catalytic aminohalogenation of olefins. The olefin substrates include electron-deficient and functionalized ones, such as a,p-unsaturated esters, alpha,beta-unsaturated ketones and alpha,beta-unsaturated nitrites. In addition, the first asymmetric aminohalogenation by the use of Evans chiral auxiliaries is also discussed. The convincing evidence is provided to support the aziridinium mechanism of aminohalogenation reaction. The applications of this reaction are described by converting vicinal haloamines into other important synthetic building blocks. ((c) Wiley-VCH Verlag GmbH & Co.
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页码:2745 / 2758
页数:14
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