Exploring the reactivity of alkylidene malonamides: synthesis of polyfunctionalized isoxazolidinones, aziridines and oxazolines

The reactivity of alkylidene malonamides as Michael receptors in the conjugate addition of N,O - bis(trimethylsilyl)hydroxylamine has been explored . Due to the presence of several different functionalities that may be selectively transformed, the products of the conjugate addition represent versatile intermediates for the synthesis of isoxazolidinones, aziridines, oxazolines or highly functionalized β-amino-amide derivatives. These novel molecules possessing unusual backbones may be exploited as scaffolds in the preparation of bioactive molecules.