Addition of carbethoxynitrene to trans- and cis-propenylbenzene and the ring-opening of the resulting aziridines

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Abstract
Carbethoxynitrene (1) generated thermally from ethyl azidoformate adds stereospecifically to trans- and cis-propenylbenzene. Ring-opening of the aziridines thus produced, proceeds with inversion at the phenyl-substituted carbon in dry acetic acid, while the reaction in aqueous acetic acid occurs with no stereospecificity.