Abstract The thermal reactions of the 2, 2, 3-trisubstituted N-phthalimidoaziridine 1a with dimethyl acetylenedicarboxylate (DMAD), thioketones 4a–4d, and dimethyl azodicarboxylate (5) proceed even at room temperature leading to the five-membered cycloadducts 2a, 6–8, and 12, respectively, with retention of the spatial arrangement of the aziridine substituents, in contrast to the expectation based on the conservation of orbital ...
