X= Y-ZH systems as potential 1, 3-dipoles. Part 32 generation of nitrones from oximes. Tandem Michael addition-1, 3-dipolar cycloaddition reactions. Background and …
Intermolecular Michael addition of aldoximes and ketoximes to electronegative olefins generates nitrones. The keto nitrones can be trapped in regiospecific intermolecular cycloaddition reactions giving single cycloadducts in good yield. Chemospecific 1: 1: 1 cycloadducts are obtained from ketoximes, monosubstituted electronegative olefins (Michael acceptor) and N-methylmaleimide (dipolarophile), whilst the chemoselectivity of the ...