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Copper(I)-Catalyzed Asymmetric Hydrosilylations of Imines at Ambient Temperatures

Bruce H. Lipshutz*, Hideo Shimizu

*Department of Chemistry, University of California, Santa Barbara, CA 93106, USA, Email:

B. H. Lipshutz, H. Shimizu, Angew. Chem. Int. Ed., 2004, 43, 2228-2230.

DOI: 10.1002/anie.200502018I (free Supporting Information)


A novel process for the efficient, enantioselective hydrosilylation of ketimines based on catalytic amounts of copper hydride, (R)-DTBM-SEGPHOS, and an inexpensive silane (tetramethyldisiloxane, TMDS) has been developed. The resulting products are converted to their free-base form upon mild hydrolysis.

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Key Words

hydrosilylation, P ligands, reduction of imines, copper hydride, tetramethyldisiloxane

ID: J06-Y2005-1670