Iron-Catalyzed Cyclopropanation with Trifluoroethylamine Hydrochloride and Olefins in Aqueous Media: In Situ Generation of Trifluoromethyl Diazomethane

被引：240

作者：

Morandi, Bill ^{[1
]}

Carreira, Erick M. ^{[1
]}

机构：

[1] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 05期

关键词：

alkenes; cyclopropanation; homogeneous catalysis; iron; water; ASYMMETRIC CYCLOPROPANATION; STEREOSELECTIVE CYCLOPROPANATION; MEDICINAL CHEMISTRY; ORGANIC-SYNTHESIS; FLUORINE; ALKENES; REAGENT; DIAZOACETATES; PORPHYRIN; OXETANES;

D O I：

10.1002/anie.200905573

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Let's avoid the risk! The title transformation has been developed for the synthesis of trifluoromethyl-substituted cyclopropane derivatives (see scheme). It avoids the preparation of trifluoromethyl diazomethane and merges a number of areas: water as a reaction medium, iron catalysis, and access to reactive intermediates under operationally safe conditions. Chemical equation presented" © 2010 Wiley-VCH Verlag GmbH & Co. KGaA."

引用

页码：938 / 941

页数：4

共 42 条

[1]

[Anonymous], 1981, PRUDENT PRACTICES HA, P57

[2]

[Anonymous], 2009, Angew. Chem., Int. Ed.

[3] 5,10,15,20-tetraphenylporphyrinato-rhodium(III) iodide catalyzed cyclopropanation reactions of alkenes using glycine ester hydrochloride [J].