Chemical EngineeringNovel OrganocatalystsEngineeringAromatic N-alkyl KetiminesMild ConditionsOrganic ChemistryCatalysisStereoselective SynthesisChemistryEnantioselective Catalytic MethodAsymmetric CatalysisSynthetic ChemistryEnantioselective Synthesis
A first highly enantioselective catalytic method has been developed for the reduction of aromatic N-alkyl ketimines by trichlorosilane under mild conditions using the newly designed Lewis base organocatalyst 3 that incorporates C- and S-chirality (see scheme). Excellent enantioselectivities up to 99.6 % ee and high yields were obtained for a wide range of substrates. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2111/2008/z801479_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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Enantioselective Organocatalytic Reductive Amination
Richard Storer, Diane E. Carrera, Yike Ni et al. · Journal of the American Chemical Society · 2005 · 728 citations