Cu(II)-mediated one-pot alkoxide conjugate addition/radical cyclizations as a versatile method to highly functionalized tetrahydrofuran derivatives

被引:21
作者
Jahn, U [1 ]
Rudakov, D [1 ]
机构
[1] Tech Univ Braunschweig, Inst Organ Chem, D-38106 Braunschweig, Germany
关键词
cyclizations; electron transfer; Michael addition; radicals; tandem reactions;
D O I
10.1055/s-2004-822930
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of highly functionalized 3-nitrotetrahydrofurans starting from allylic alcohols and nitroalkenes through an efficient CuCl2-mediated tandem anionic/radical process is reported. The one-pot reaction consists of oxa-Michael addition/SET/radical 5-exo-cyclization-ligand transfer. Functionalization of the THF ring is facile and provides diverse substituted derivatives.
引用
收藏
页码:1207 / 1210
页数:4
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