Addition of N-nitrenes to αβ-unsaturated esters: investigation of kinetically formed invertomer ratios
Abstract
N-Aminophthalimide is oxidised in methylene dichloride solution at –35°C with lead tetra-acetate in the presence of methyl acrylate to yield methyl 1-phthalimidoaziridine-2-carboxylate in which the initially formed invertomer at nitrogen is that which is thermodynamically less stable, with the ester and phthalimido-groups syn.
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