Journal article

Chiral Building Blocks Based on 1,2-Disubstituted Diamantanes


Authors listFokin, AA; Pashenko, AE; Bakhonsky, VV; Zhuk, TS; Chernish, LV; Gunchenko, PA; Kushko, AO; Becker, J; Wende, C; Schreiner, PR

Publication year2017

Pages2003-2008

JournalSynthesis: Journal of Synthetic Organic Chemistry

Volume number49

Issue number09

DOI Linkhttps://doi.org/10.1055/s-0036-1588694

PublisherThieme Publishing / Georg Thieme Verlag


Abstract

The reaction of 1-hydroxydiamantane with elemental bromine leads to
consecutive cage opening and re-closure, thereby providing a
straightforward approach to the class of previously unknown
1,2-disubstituted diamondoid derivatives. Functional group exchange
gave, among others, chiral bidentate ligands 1,2-dihydroxy- and
1,2-diaminodiamantane. The latter was enantioseparated on gram scale
with ee >98% through a single crystallization with (+)-tartaric acid.




Citation Styles

Harvard Citation styleFokin, A., Pashenko, A., Bakhonsky, V., Zhuk, T., Chernish, L., Gunchenko, P., et al. (2017) Chiral Building Blocks Based on 1,2-Disubstituted Diamantanes, Synthesis: Journal of Synthetic Organic Chemistry, 49(09), pp. 2003-2008. https://doi.org/10.1055/s-0036-1588694

APA Citation styleFokin, A., Pashenko, A., Bakhonsky, V., Zhuk, T., Chernish, L., Gunchenko, P., Kushko, A., Becker, J., Wende, C., & Schreiner, P. (2017). Chiral Building Blocks Based on 1,2-Disubstituted Diamantanes. Synthesis: Journal of Synthetic Organic Chemistry. 49(09), 2003-2008. https://doi.org/10.1055/s-0036-1588694


Last updated on 2025-21-05 at 15:21