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Synthesis 2009(18): 3099-3105  
DOI: 10.1055/s-0029-1216907
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Reaction of N,N-Dioxyenamines with Anhydrides of Carboxylic and Sulfonic Acids; A New Method for the Synthesis of α-Hydroxyoxime Derivatives

Andrey A. Tabolin, Alexey V. Lesiv*, Sema L. Ioffe
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, 119991 Moscow, Russian Federation
Fax: +7(499)1355328; e-Mail: lesav@mail.ru;
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Publikationsverlauf

Received 16 April 2009
Publikationsdatum:
14. Juli 2009 (online)

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Abstract

The reactions of N,N-dioxyenamines with carboxylic and sulfonic acid anhydrides were investigated. A new method for the synthesis of α-hydroxyoxime derivatives via the reaction of N,N-dioxyenamines with trifluoroacetic anhydride is described.

Key words

1,2-oxazine - trifluoroacetic anhydride - hydroxyoxime - enamine - rearrangement

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