2009 | OriginalPaper | Buchkapitel
Asymmetric Hydrosilylation of Unsaturated Carbon–Heteroatom Bonds
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Asymmetric, catalytic hydrosilylation of prochiral ketones and imines with substituted silanes or siloxanes followed by hydrolysis provides a convenient access to chiral alcohols and amines, respectively. In this chapter, the asymmetric hydrosilylation of carbonyl compounds and imines as well as the asymmetric conjugate reduction of α,β-unsaturated enones, nitriles, sulphones and nitroalkenes are reviewed. Synthetic, catalytic and mechanistic aspects of the reactions ocurring in the presence of complexes of such transition metals as zinc, copper, rhodium, ruthenium, iridium, titanium and others are discussed. Moreover, catalysis of asymmetric hydrosilylation complexes of the main group metals, nucleophiles (including organocatalysts) and electrophiles is described.