Synfacts 2008(8): 0855-0855  
DOI: 10.1055/s-2008-1078558
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Pd(II)-Catalyzed Hydrosilylation Using Silicon-Stereogenic Silanes

Contributor(s): Hisashi Yamamoto, Marina Naodovic
S. Rendler, R. Fröhlich, M. Keller, M. Oestreich*
Westfälische Wilhelms-Universität Münster and Albert-Ludwigs-Universität Freiburg, Germany
Further Information

Publication History

Publication Date:
23 July 2008 (online)

Significance

This report describes the possibilities of utilizing configurationally stable, chiral silicon compounds for intermolecular chirality transfer through Pd-catalyzed hydrosilylation of alkenes. The authors have carried out a series of highly elaborated experiments using various triorganosilanes and norbornene- and norbornadiene-type substrates to showcase the efficiency of the methodology. Interestingly, both cylic and acyclic silane substrates provide the products with high level of diastereoselectivity. Additionally, chiral silanes react in a highly enantioselective fashion.