Chemical transformations of 3-bromoethyl-5,7-dimethyl2-oxaadamantan-1-ol in sulfuric acid

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Abstract

The reactions of 3-bromomethyl-5,7-dimethyl-2-oxaadamantan-1-ol in a 96% acid medium both in the presence and in the absence of nucleophiles were studied. During the reactions a number of structural transformations of the 2-oxaadamantane cage take place. The possibility of obtaining 1,2,3-trisubstituted adamantanes is also presented. The structural features of new compounds are investigated using 2D NMR spectroscopy and XRD analysis. The obtained compounds can be used in the directed synthesis of a new cage heterocycles for studying of biological activity.

About the authors

E. A Ivleva

Samara State Technical University

Email: ivleva.ea@samgtu.ru

E. V Simatova

Samara State Technical University

Email: ivleva.ea@samgtu.ru

M. S Zaborskaya

Samara State Technical University

Email: ivleva.ea@samgtu.ru

M. S Kazachkova

Samara State Technical University

Email: ivleva.ea@samgtu.ru

V. B Rybakov

Lomonosov Moscow State University

Email: ivleva.ea@samgtu.ru

Yu. N. Klimochkin

Samara State Technical University

Email: ivleva.ea@samgtu.ru

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