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Umamidierungsreaktionen an offenkettigen Amino-amid-Systemen. 1. Mitteilung über Umamidierungsreaktionen
Authors:Armin Guggisberg  Boleslaw Dabrowski  Urs Kramer  Christian Heidelberger  Manfred Hesse  Hans Schmid
Abstract:Transamidation Reaction of Open Chaine Amino-amides Amino-amides of type 11 with a primary amino and a N, N-disubstituted amide group isomerize under base catalysis completely to amino-amides 16 with a secondary amino and a N-monosubstituted amide group (see Scheme 3). Amino-amides having a secondary instead of the primary amino group are under base catalysis in equilibrium with the corresponding isomeres (Scheme 4). The opening of the proposed tetrahedral intermediate 13 (Scheme 3) takes place under stereo-electronic control (Schemes 5 and 6).
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