1,2-aryl and 1,2-hydride migration in transition metal complex catalyzed diazo decomposition:: A novel approach to α-aryl-β-enamino esters

被引：125

作者：

Jiang, N ^{[1
]}

Qu, ZH ^{[1
]}

Wang, JB ^{[1
]}

机构：

[1] Beijing Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Edu, Dept Chem, Beijing 100871, Peoples R China

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 19期

关键词：

D O I：

10.1021/ol016324p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] N-Tosyl diazoketamines were prepared by addition of the ethyl alpha -diazoacetate anion to N-sulfonylimines. The diazo decomposition of the diazoketamines with Rh-2(OAc)(4) complex resulted in aryl migration to give alpha -aryl-beta -enamino esters in good yields and high stereoselectivity. The effect of the catalysts on the migratory aptitude of 1,2-aryl over 1,2-hydride migration was studied. A reaction mechanism involving a "bridged" phenonium ion is proposed.

引用

页码：2989 / 2992

页数：4

共 22 条

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