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

Марина В. Леонова, Надежда В. Белая, Марат Р. Баймуратов, Виктор Б. Рыбаков, Юрий Н. Климочкин
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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


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

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