Chemistry of Heterocyclic Compounds p. 154 - 158 (1980)
Update date:2022-08-03
Topics:
Prosyanik, A.V.
Bondarenko, S.V.
Markov, V.I.
Chervin, I.I.
Isobaev, M.D.
et al.
Esters of β-alkoxyamino-α-bromopropionic acids were obtained by reaction of α,β-dibromopropionic acid esters with alkoxyamines in the presence of triethylamine at 20 deg C for 1 month.When the products are refluxed in acetonitrile in the presence of triethylamine, they are converted to aziridines.Selective amidation of the alkoxyaziridines with excess dimethylamine in absolute methanol in the presence of sodium methoxide leads to enrichment with the cis isomer.The parameters of inversion of the nitrogen atom in the alkoxyaziridines were determined.
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