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Synthesis 1986; 1986(5): 392-395
DOI: 10.1055/s-1986-31648
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Reactions with Aziridines; 341. γ-Amidoketones by Amidoethylation of Ketones

Helmut Stamm* , Rainer Weiss
  • *Pharmazeutisch-Chemisches Institut der Universität Heidelberg, Im Neuenheimer Feld 364, D-6900 Heidelberg, Federal Republic of Germany
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Publication Date:
27 September 2002 (online)

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Sodium enolates of ketones react with 1-acyl-, 1-aminocarbonyl-, and 1-alkoxycarbonylaziridines to give γ-amidoketones ([N-(4-oxoalkyl)-carboxamides, -ureas, and -carbamic esters]. Twofold amidoethylation in α,α- or α,α′-position can usually be suppressed by using excess enolate, exept for the amidoethylation of 1-indanone.