Oxidation of the 2-substituted N-amainobenzimidazole (5) in the presence of prochiral alkenes gives aziridines stereoselectively: addition, to γ,γ-dimethyl-α-methylenebutyrolactone is stereospecific and the relative configuration of the two chiral centres in the product has been confirmed by a single crystal X-ray diffraction study and is in agreement with a transition state geometry resembling (11).
R. S. Atkinson, J. Fawcett, D. R. Russell and G. Tughan, J. Chem. Soc., Chem. Commun., 1986, 832 DOI: 10.1039/C39860000832
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