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Synthesis and Transformations of 2-(Adamantan-1-yl)aziridine

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Abstract

Mono- and disubstituted aziridines derived from sterically hindered olefins of the adamantane series are synthesized. The opening of the aziridine ring under the action of acids is quite a regio- and stereoselective process. Depending on the nature of the nucleophilic agent, the opening of the 2,2-disubstituted aziridine ring can occur by the SN1 or SN2 mechanism.

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Correspondence to M. V. Leonova.

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Original Russian Text © M.V. Leonova, N.V. Belaya, M.R. Baimuratov, Yu.N. Klimochkin, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 11, pp. 1642–1648.

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Leonova, M.V., Belaya, N.V., Baimuratov, M.R. et al. Synthesis and Transformations of 2-(Adamantan-1-yl)aziridine. Russ J Org Chem 54, 1643–1651 (2018). https://doi.org/10.1134/S1070428018110040

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