Preparation of N-alkylketene-N-butadienyl-N,O-silyl acetals
Author(s)
Franz, Andreas
Eschler, Pierre Yves
Tharin, Manuel
Date issued
1996
In
Synthesis
Vol
10
From page
1239
To page
1245
Subjects
dienamides synthesis of ketene N O-tert-butyldimethylsilyl acetals Diels-Alder reactions tandem reactions domino reactions cascade reactions DIELS-ALDER REACTIONS ORGANIC-CHEMISTRY ALKALOIDS
Abstract
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 dienamides. The ketene acetals are obtained free of base and free of salts. They are stable and can be stored at - 20 degrees C. The new dienes are useful reagents for tandem reactions.
Publication type
journal article