Copper-catalyzed intermolecular generation of ammonium ylides with subsequent [2,3]sigmatropic rearrangement. Efficient synthesis of bifunctional homoallylamines

被引：11

作者：

Honda, Kiyoshi ^{[1
]}

Shibuya, Hiromasa ^{[1
]}

Yasui, Hiroto ^{[1
]}

Hoshino, Yujiro ^{[2
]}

Inoue, Seiichi ^{[2
]}

机构：

[1] Yokohama Natl Univ, Grad Sch Engn, Hodogaya Ku, Yokohama, Kanagawa 2408501, Japan

[2] Yokohama Natl Univ, Grad Sch Environm Informat Sci, Hodogaya Ku, Yokohama, Kanagawa 2408501, Japan

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2008年 / 81卷 / 01期

关键词：

D O I：

10.1246/bcsj.81.142

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The [2,3]sigmatropic rearrangement of allylic ammonium ylides generated by the reaction of N,N-dimethyl-1-alkyl-2-methylallylamines derived from terpene alcohols with diazo compounds in the presence of copper catalysts gave trisubstituted E-olefins in one-pot. In addition, a cyano substituent at the 2-position of N,N-dimethylallylamine increased the occurrence of the catalytic [2,3]sigmatropic rearrangement to give the corresponding bifunctional homoallylamines.

引用

页码：142 / 147

页数：6

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