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Wiley, European Journal of Organic Chemistry, 28(2007), p. 4738-4745, 2007

DOI: 10.1002/ejoc.200700378

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Hydroxy Derivatives of Diamantane, Triamantane, and [121]Tetramantane: Selective Preparation of Bis‐Apical Derivatives

Journal article published in 2007 by Natalie A. Fokina, Boryslav A. Tkachenko, Anika Merz, Michael Serafin, Jeremy E. P. Dahl, Robert M. K. Carlson, Andrey A. Fokin, Peter R. Schreiner ORCID
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This paper is available in a repository.

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Abstract

Functionalizations of diamantane, triamantane, and tetramantane with electrophilic reagents (Br2, nitric acid) lead to various apical and medial disubstituted products that were separated and characterized individually. The highly desirable and otherwise inaccessible thermodynamically more stable apical bis-derivatives were obtained with high preparative yields through acid catalyzed isomerizations. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)