Abstract
ABSTRACTThe title trans and cis isomers (trans‐3 and cis‐3) were successfully synthesized as stable compounds by taking advantage of the Martin ligand. The X‐ray crystallographic analysis of trans‐3 showed that it has a distorted pseudotrigonal bipyramidal structure, and that the two phenyl groups at the 3‐ and 4‐positions are cis to each other. The thermolysis of trans‐3 in the presence of excess dimethyl acetylenedicarboxylate (DMAD) gave a mixture of the corresponding aziridines (trans‐7 and cis‐7) and cycloadducts (11a and 11b) of the azomethine ylides formed by ring opening of the aziridines with DMAD. Heating of cis‐7 and excess DMAD under the same conditions gave diastereomeric mixtures of both the aziridines and the cycloadducts, which means that the stereochemistry of the aziridine formation from the 1,2‐selenazetidine cannot be determined in this system.
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