Aminopotassiation by mixed potassium/lithium amides: a synthetic path to difficult to access phenethylamine derivates
journal contributionposted on 19.11.2021, 15:05 authored by Andreas Seymen, Ulrike Opper, Andreas Voß, Lukas Brieger, Felix Otte, Christian Unkelbach, Donal O'SheaDonal O'Shea, Carsten Strohmann
Insights gained from a comparison of aminometalation reactions with lithium amides, potassium amides and mixed lithium/potassium amides are presented. A combination of structural characterization, DFT calculations and electrophile reactions of aminometalated intermediates has shown the advantages of using a mixed metal strategy. While potassium amides fail to add, the lithium amides are uncontrollable and eliminated, yet the mixed K/Li amides deliver the best of both systems. Aminopotassiation proceeds to form the alkylpotassium species which has enhanced stability over its lithium counterpart allowing for its isolation and thereby its further characterization.
Deutsche Forschungsgemeinschaft (DFG)
Studienstiftung des deutschen Volkes
Fonds der Chemischen Industrie (FCI)
Bischöfliche Studienförderung Cusanuswerk
CommentsThe original article is available at https://onlinelibrary.wiley.com German version: https://doi.org/10.1002/ange.202009318 and https://hdl.handle.net/10779/rcsi.16998742.v1
Published CitationSeymen A. et al. Aminopotassiation by mixed potassium/lithium amides: a synthetic path to difficult to access phenethylamine derivates. Angew Chem Int Ed Engl. 2020;59(50):22500-22504.
Publication Date26 August 2020
- Surgical Science and Practice
- Chemistry and Pharmaceutical Sciences
- Published Version (Version of Record)