An explanation for the apparent cis-aziridine selectivity in the iron Lewis acid-catalyzed reaction of N-benzylidene aniline and ethyl diazoacetate

Journal of Organometallic Chemistry

Volumn 630, Issue 1, 2001, Pages 78-83

  Mayer, Michael F ^a   Wang, Qinwei ^a   Hossain, M Mahmun ^a  

^a UNIVERSITY OF WISCONSIN MILWAUKEE   (United States)

Author keywords

Aziridines; Ethyl diazoacetate; Imines; Iron Lewis acid

Indexed keywords

EID: 0039784063     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(01)00886-5     Document Type: Article

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46. This is not to say that the aziridine cannot be catalytically prepared from N-(4-methoxybenzylidene)aniline and 3, because it is formed and isolated in a couple of reports. It may be obtained when a carbenoid mechanism may be operative [1h,j,k] or when the Lewis acid is hindered [1c] from binding to the nitrogen of the aziridine ring.
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