A New and General Route to N-Unsubstituted Azomethine Ylides from N-(Silylmethyl)thioureas : Cycloaddition of Synthetic Equivalents of Nonstabilized Aminonitrile Ylides
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The <I>S</I>-methylation of <I>N</I>-(silylmethyl)thioureas followed by the desilylation generates <I>N</I>-unsubstituted azomethine ylides having both methylthio and amino groups at the ylide carbon. These azomethine ylides react with electron-deficient olefins to give formal aminonitrile ylide cycloadducts, novel 2-aminopyrrolines. Thus, the azomethine ylides can be synthetic equivalents of nonstabilized aminonitrile ylides which are otherwise relatively inaccessible.
- Chemistry Letters
Chemistry Letters 1997(9), 945-946, 1997-09
The Chemical Society of Japan