Palladium-catalyzed synthesis of N-aryl pyrrolidines from γ-(N-arylamino) alkenes:: Evidence for chemoselective alkene insertion into Pd-N bonds

被引:159
作者
Ney, JE [1 ]
Wolfe, JP [1 ]
机构
[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
关键词
alkene insertion; aryl halides; diastereoselectivity; nitrogen heterocycles; palladium;
D O I
10.1002/anie.200460060
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The formation of a C-C and a C-N bond in a reaction between γ-(N-arylamino) alkenes and aryl bromides results in the stereoselective synthesis of substituted pyrrolidine derivatives (see scheme). Preliminary studies suggest these reactions proceed by intramolecular alkene insertion into the Pd-N bond of intermediate [Pd(Ar)(amido)] complexes. dba = dibenzylideneacetone, dppb = 1,3-bis(diphenylphosphanyl) butane.
引用
收藏
页码:3605 / 3608
页数:4
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