Copper(II)-catalyzed [2,3]-sigmatropic rearrangement of N-methyltetrahydropyridinium ylids

被引：20
|
作者：
Heath, P
Roberts, E
Sweeney, JB
Wessel, HP
Workman, JA
机构：
[1] Univ Reading, Dept Chem, Reading RG6 6AD, Berks, England
[2] F Hoffmann La Roche & Co Ltd, PRBC, CH-4070 Basel, Switzerland
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 10期
关键词：
D O I：
10.1021/jo034147v
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A ring-contractive and highly diastereoselective [2,3]-sigmatropic rearrangement occurs when N-methyl-1,2,3,6-tetrahydropyridine is treated with sub-stoichiometric amounts of copper or rhodium salts, in the presence of ethyl diazoacetate, giving ethyl cis-N-methyl-3-ethenyl proline (4).
引用
收藏
页码：4083 / 4086
页数：4
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