Complete control of the chemoselectivity in catalytic carbene transfer reactions from ethyl diazoacetate:: An N-heterocyclic carbene-Cu system that suppresses diazo coupling

被引:114
作者
Fructos, MR
Belderrain, TR
Nicasio, MC
Nolan, SP
Kaur, H
Díaz-Requejo, MM
Pérez, PJ
机构
[1] Univ Huelva, Dept Quim & Ciencia Mat, Huelva 21007, Spain
[2] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
关键词
D O I
10.1021/ja047284y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The complex IPrCuCl (1) catalyzes the transfer of the :CHCO2Et group from ethyl diazoacetate (EDA) to unsaturated and saturated substrates (olefins, amine, alcohols) with very high yields. In the absence of substrate, the complex 1 does not react with EDA to give the diazo coupling products (fumarate and maleate), a rare example in the field of metal-catalyzed diazocompounds decomposition. Copyright © 2003 American Chemical Society.
引用
收藏
页码:10846 / 10847
页数:2
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