Faculté des sciences
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Preparation of N-Alkylketene-N-Butadienyl-N,O-Silyl Acetals

Franz, Andreas ; Eschler, Pierre-Yves ; Tharin, Manuel ; Stoeckli-Evans, Helen ; Neier, Reinhard

In: Synthesis, 1996, vol. 10, p. 1239-1245

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. Plus

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    Titre
    • Preparation of N-Alkylketene-N-Butadienyl-N,O-Silyl Acetals
    Auteur
    • Franz, Andreas. Institut de Chimie, Université de Neuchâtel, Switzerland
    • Eschler, Pierre-Yves. Institut de Chimie, Université de Neuchâtel, Switzerland
    • Tharin, Manuel. Institut de Chimie, Université de Neuchâtel, Switzerland
    • Stoeckli-Evans, Helen. Institut de Chimie, Université de Neuchâtel, Switzerland
    • Neier, Reinhard. Laboratoire de chimie organique, Institut de Chimie, Université de Neuchâtel, Switzerland
    Type de document
    • Postprint
    Date de publication
    • 1996
    Identifiant OAI-PMH
    • oai:doc.rero.ch:20070816171334-QX
    Numéro de soumission
    • 20070816171334-QX
    Summary
    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.