[1,2]-Rearrangement of iminium salts provides access to heterocycles with adamantane scaffold - Forschungsportal der Justus-Liebig-Universität Gießen:

Journalartikel

[1,2]-Rearrangement of iminium salts provides access to heterocycles with adamantane scaffold

Autorenliste: Zonker, Benjamin; Duman, Ediz; Hausmann, Heike; Becker, Jonathan; Hrdina, Radim

Jahr der Veröffentlichung: 2020

Seiten: 4941-4945

Zeitschrift: Organic & Biomolecular Chemistry

Bandnummer: 18

Heftnummer: 26

ISSN: 1477-0520

eISSN: 1477-0539

DOI Link: https://doi.org/10.1039/d0ob01156h

Verlag: Royal Society of Chemistry

Abstract:
We describe a BrOnsted acid-catalysed cascade reaction consisting of a Wagner-Meerwein rearrangement and a subsequent intra- or intermolecular Friedel-Crafts reaction leading to adamantane-based heterocycles. In contrast to the reported W.-M. rearrangements, in this case an iminium moiety serves as the acceptor of a migrating nucleophilic alkyl group in a [1,2]-alkyl shift.

Zitierstile

Harvard-Zitierstil: Zonker, B., Duman, E., Hausmann, H., Becker, J. and Hrdina, R. (2020) [1,2]-Rearrangement of iminium salts provides access to heterocycles with adamantane scaffold, Organic and Biomolecular Chemistry, 18(26), pp. 4941-4945. https://doi.org/10.1039/d0ob01156h

APA-Zitierstil: Zonker, B., Duman, E., Hausmann, H., Becker, J., & Hrdina, R. (2020). [1,2]-Rearrangement of iminium salts provides access to heterocycles with adamantane scaffold. Organic and Biomolecular Chemistry. 18(26), 4941-4945. https://doi.org/10.1039/d0ob01156h

Zitierstile

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