Journal article

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


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

Publication year: 2020

Pages: 4941-4945

Journal: Organic & Biomolecular Chemistry

Volume number: 18

Issue number: 26

ISSN: 1477-0520

eISSN: 1477-0539

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

Publisher: 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.



Citation Styles

Harvard Citation style: 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 Citation style: 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



Keywords

ANTIINFLUENZA

Last updated on 2025-02-04 at 00:44