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Eine einfache, selektive Synthese von (Z)-tert-Butylketen-O,N-acetalen durch Phenol/Azol-Austauschreaktion

✍ Scribed by Reuther, Wolfgang ;Ruland, Alfred ;Gangkofner, Stefan ;Baus, Ulf


Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
240 KB
Volume
1993
Category
Article
ISSN
0947-3440

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✦ Synopsis


A Facile and Selective Synthesis of (Z)‐tert‐Butylketene O,N‐Acetals

Melting the ketene O,O‐acetals 1 with azoles in the presence of a catalytic amount of a proton acid yields the ketene O,N‐acetals 2. The products of this phenol‐azol substitution reaction are obtained as their (E/Z)‐mixtures with the (Z)‐isomers highly predominating. The (E)‐isomers are easily converted into the (Z)‐isomers by a proton acid catalysed isomerisation reaction.