The structure of compounds can dictate their chemical reactivity and biological activity. The primary focus of this study is to examine the synthetic utility of various aziridine compounds during a nucleophilic ring opening reaction. By gaining a greater understanding of the regiochemical outcome of this process, it is possible to direct the synthesis of compounds in order to control the final structure. The project described herein examines the regiochemical outcome of differentially substituted phenyl aziridines. A linear correlation between the electronics of the aziridine and the regiochemical outcome of the ring opening was established. This research can be applied to the synthesis of biologically relevant agents.

Regioselective ring opening of phenyl aziridines

253rd National Meeting (2017)

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