Synthesis 2006(24): 4257-4265  
DOI: 10.1055/s-2006-950321
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart · New York

The Effect of Additives on TEMPO-Mediated Alkoxyamine Isomerizations: Experiments and Simulations

Thomas Vogler, Armido Studer*
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany
Fax: +49(251)8336523; e-Mail: studer@uni-muenster.de;
Further Information

Publication History

Received 6 July 2006
Publication Date:
12 October 2006 (online)

Abstract

Thermal radical alkoxyamine isomerizations controlled by the persistent radical effect are investigated. These processes can be accelerated upon addition of substoichiometric amounts of Lewis acids, Brønsted acids and various reducing reagents. The experimental findings are further supported by simulations.