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Synlett 2001; 2001(10): 1617-1619
DOI: 10.1055/s-2001-17486
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Lewis Acid-Catalyzed Reductive Amination of Carbonyl Compounds with Aminohydrosilanes

Katsukiyo Miura* , Kazunori Ootsuka, Shuntaro Suda, Hisashi Nishikori, Akira Hosomi
  • *Department of Chemistry, Graduate School of Pure and Applied Science, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan; Fax + 81(298)53 65 03; E-mail: hosomi@chem.tsukuba.ac.jp
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Publication Date:
27 September 2001 (online)

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The TiCl4-catalyzed reaction of aromatic carbonyl compounds with (dialkylamino)dimethylsilanes gave tertiary amines in moderate to high yields. The reductive amination of aliphatic aldehydes was effectively catalyzed by ZnI2. Methyl N-(dimethylsilyl)carbamate as well could be used for reductive amination of carbonyl compounds in the presence of Ph3CClO4.

Lewis acids - reductive aminations - amines - aldehydes - bifunctional silicon reagents