Aminoboranes as "compatible" iminium ion generators in aminative C-C bond formations
Michinori Suginome1, Lars Uehlin, Masahiro Murakami
1Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, PRESTO, Japan Science and Technology Corporation, Katsura, Kyoto 615-8510, Japan. suginome@sbchem.kyoto-u.ac.jp
Abstract:
Aminoboranes have been shown to be highly efficient and mild iminium ion generators in the Mannich-type aminative coupling of aldehydes with silyl ketene acetals. By using aminoboranes bearing bulky amino groups, such as a diisopropylamino group, free secondary amines can be successfully used as the amino component in a three-component Mannich reaction with aldehydes and silyl ketene acetals.
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