STRUCTURAL TRANSFORMATIONS OF 2-(ADAMANTAN-1-YL)AZIRIDINES

Authors

  • Марина В. Леонова Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Надежда В. Белая Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Марат Р. Баймуратов Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Виктор Б. Рыбаков Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow 119991, Russia
  • Юрий Н. Климочкин Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

DOI:

https://doi.org/10.1007/5563

Keywords:

adamantane, aziridine, dihydro-1, 3-oxazines, cage compounds, ring opening reactions, skeletal rearrangements.

Abstract

The specifics of transformations of sterically hindered 2-(adamantan-1-yl)aziridine derivatives in the presence of trifluoroacetic anhydride are considered. In a reaction with trifluoroacetic anhydride, trans-2-(adamantan-1-yl)-3-methylaziridine forms the rearrangement product dihydro-1,3-oxazine condensed with homoadamantane, whereas 2-(adamantan-1-yl)aziridine forms a mixture of a derivative of oxazine and N-[1-(adamantan-1-yl)-2-hydroxyethyl]-2,2,2-trifluoroacetamide in equal proportions.

Author Biographies

Марина В. Леонова, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

к.х.н., доцент каф. органической химии

Надежда В. Белая, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

аспирант каф. органической химии

Марат Р. Баймуратов, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

к.х.н., доцент каф. органической химии

Виктор Б. Рыбаков, Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow 119991, Russia

к.х.н., доцент

Юрий Н. Климочкин, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

д.х.н., заведующий кафедрой органической химии

Published

2020-05-28

Issue

Section

Original Papers