A new look at boron enolate chemistry: Aminative CC bond formation using diaminoboron enolate with aldehyde

M Suginome, L Uehlin, A Yamamoto…

Index: Suginome, Michinori; Uehlin, Lars; Yamamoto, Akihiko; Murakami, Masahiro Organic Letters, 2004 , vol. 6, # 7 p. 1167 - 1169

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Citation Number: 36

Abstract

Unlike ordinary boron enolates, such as dialkylboryl (R2B) and dialkoxyboryl ((RO) 2B) derivatives, reactions of diaminoboryl ((R2N) 2B) enolates with aldehydes proceed with the concurrent transfer of amino and enoxy groups from the boron to the aldehyde carbon, yielding β-amino ketones in a selective manner.