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In situ deprotection (TFA) of O-Ts activated N-Boc hydroxylamines triggers intramolecular aziridination of N-tethered alkenes to provide complex N-heterocyclic ring systems. Synthetic and computational studies corroborate a diastereospecific aza-Prilezhaev-type mechanism.… Click to show full abstract
In situ deprotection (TFA) of O-Ts activated N-Boc hydroxylamines triggers intramolecular aziridination of N-tethered alkenes to provide complex N-heterocyclic ring systems. Synthetic and computational studies corroborate a diastereospecific aza-Prilezhaev-type mechanism. The feasibility of related intermolecular alkene aziridinations is also demonstrated.
Keywords:
aziridination;
aza prilezhaev;
stereospecific alkene;
alkene aziridination
Journal Title: Journal of the American Chemical Society
Year Published: 2018
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Journal Title: Journal of the American Chemical Society
Year Published: 2018
Link to full text (if available)
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recommendations!