Synfacts 2007(12): 1301-1301  
DOI: 10.1055/s-2007-991329
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Rhodium-Catalyzed O-Silylation of Alcohols with Vinyl Silanes

Contributor(s): Paul Knochel, Andrei Gavryushin
J.-W. Park, C.-H. Jun*
Yonsei University, Seoul, Korea
Further Information

Publication History

Publication Date:
22 November 2007 (online)

Significance

The O-silylation of alcohols is one of the most widely used protection methods in organic synthesis. Herein, a new interesting modification of this method, using vinyl silanes as silicium source, is described. The reaction can be performed with only 0.01 mol% of the commercial rhodium catalyst. Benzylic, primary, secondary, and tertiary alcohols can be successfully silylated. This reaction represents also a useful method for the preparation of polyalkoxysilanes from polyvinylsilanes, suitable for chromatographical purification.