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Structural Transformations of 2-(Adamantan-1-Yl)Aziridines

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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… Click to show full 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.

Keywords: adamantan aziridines; transformations adamantan; structural transformations

Journal Title: Chemistry of Heterocyclic Compounds
Year Published: 2020

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