Aminoboranes as "Compatible" Iminium Ion Generators in Aminative C-C Bond Formations
Michinori Suginome,* Lars Uehlin, and Masahiro Murakami
*Department of Synthetic Chemistry and Biological Chemistry, Graduate School
of Engineering, Kyoto University, Email: suginome
sbchem.kyoto-u.ac.jp
M. Suginome, L. Uehlin, M. Murakami, J. Am. Chem. Soc., 2004, 126, 13196-13197.
DOI: 10.1021/ja045827y (free Supporting Information)


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Abstract
Aminoboranes are highly efficient and mild iminium ion generators in the Mannich-type aminative coupling of aldehydes with silyl ketene acetals. The use of diisopropylaminoboranes enables a three-component Mannich reaction of free secondary amines with aldehydes and silyl ketene acetals.

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Key Words
β-Amino Acids, Mannich Reaction, Multicomponent Reactions
ID: J48-Y2004-1750
