Aminoboranes as “Compatible” Iminium Ion Generators in Aminative CC Bond Formations

M Suginome, L Uehlin, M Murakami

Index: Suginome, Michinori; Uehlin, Lars; Murakami, Masahiro Journal of the American Chemical Society, 2004 , vol. 126, # 41 p. 13196 - 13197

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Citation Number: 68

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.