Nonstereospecific 1,3-dipolar cycloadditions of azomethine ylides and enamines

被引:22
作者
Böhm, T [1 ]
Weber, A [1 ]
Sauer, J [1 ]
机构
[1] Univ Regensburg, Inst Organ Chem, D-93040 Regensburg, Germany
关键词
nonstereospecific cycloadditions; 1,3-dipolar cycloadditions; azomethine ylides; enamines;
D O I
10.1016/S0040-4020(99)00517-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The combination of electron-poor azomethine ylides 3 (AMY-I) or 4 (AMY-II) with electron-rich enamines 5 results in nonstereospecific 1,3-dipolar cycloadditions, which are LUMOdipole,-HOMOdipolarophile controlled reactions. This phenomenon can be explained only by a two-step mechanism via zwitterionic intermediates. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9535 / 9558
页数:24
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