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Synfacts 2008(8): 0855-0855
DOI: 10.1055/s-2008-1078558
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
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.