Download PDF
Synthesis 1996; 1996(10): 1239-1245
DOI: 10.1055/s-1996-4359
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Preparation of N-Alkylketene-N-Butadienyl-N,O-Silyl Acetals

Andreas Franz, Pierre-Yves Eschler, Manuel Tharin, Helen Stoeckli-Evans, Reinhard Neier*
  • *Institut de Chimie de l’Université de Neuchâtel, CH-2000 Neuchâtel, Switzerland, Fax +41(38)232511; E-mail reinhard.neier@ich.unine.ch
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

The synthesis of a series of dienamides 5a-j using Oppolzer’s method is described. Using Rathke’s method the ketene N,O-silyl acetals 6a-j can be obtained in good yield from the corresponding dienamines. The ketene acetals are obtained free of base and free of salts. They are stable and can be stored at -20°C. The new dienes are useful reagents for tandem reactions.

dienamides - synthesis of ketene N,O-tert-butyldimethylsilyl acetals - Diels-Alder reactions - tandem reactions - domino reaction - cascade reactions