Reaction of methylphthalimidoketene with benzylidene- and cinnamylideneanilines: structure and configuration of the products

Methylphthalimidoketene reacts with cinnamylideneanilines to give tetrahydrooxazin-6-ones exclusively, whereas with benzylideneaniline it also forms β-lactam. Configurations are based on X-ray studies. Keywords: β-lactam, tetrahydro-1,3-oxazin-5-ones, ketene–imine reactions, cycloaddition of methylphthalimidoketene, 3-phthaloylamino-3-methylazetidin-2-one.