Synthesis 2004(13): 2226-2235  
DOI: 10.1055/s-2004-829186
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart · New York

Stereocontrolled Formation of Vinylsilanes via Homolytic Substitution at Silicon

Andreas Blum, Wilfried Hess, Armido Studer*
Fachbereich Chemie, Universität Marburg, Hans-Meerwein-Straße, 35032 Marburg, Germany
Fax: +49(251)8336523; e-Mail: studer@uni-muenster.de;
Further Information

Publication History

Received 17 May 2004
Publication Date:
30 July 2004 (online)

Abstract

Intramolecular homolytic substitution reactions at silicon by vinyl radicals are described. The reaction can be used for the formation of 5- and 6-membered cyclic alkoxysilanes bearing a vinyl silane functionality. These processes provide a new entry into highly substituted vinyl silanes. The reactions occur with moderate to excellent selectivities.

1

New address: Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstraße 40, 48149 Münster, Germany.