| Title: |
closo‐Carboranyl Analogs of β‐Arylethylamines: Direct Synthesis from Alkenes via EnT‐Catalysis |
| Authors: |
Paulus, Fritz; Heusel, Corinna; Jaspers, Marc; Amrehn, Lilli M.; Schreiner, Florian; Rana, Debanjan; Daniliuc, Constantin G.; Hansen, Michael Ryan; Glorius, Frank |
| Contributors: |
Deutsche Forschungsgemeinschaft; European Research Council |
| Source: |
Angewandte Chemie International Edition ; volume 64, issue 27 ; ISSN 1433-7851 1521-3773 |
| Publisher Information: |
Wiley |
| Publication Year: |
2025 |
| Collection: |
Wiley Online Library (Open Access Articles via Crossref) |
| Description: |
closo ‐Carboranes are icosahedral carbon–boron clusters with unique properties and broad applicability. They particularly stand out in the context of drug development as privileged structural motifs for boron neutron capture therapy (BNCT) and as highly hydrophobic bioisosteres for the rotational volume of phenyl rings. Herein, we unveil the synthesis of N‐protected carboranyl analogs of β‐arylethylamines—widely found structural motifs in biologically active molecules—via a one‐step alkene difunctionalization approach. Key for our success were the enabling mechanistic characteristics of energy transfer catalysis which we have used for the first time to generate closo ‐carboranyl radicals. Downstream modifications gave a series of analogs of amino acids and known N ‐methyl‐ d ‐aspartate receptor (NMDAR) antagonists. |
| Document Type: |
article in journal/newspaper |
| Language: |
English |
| DOI: |
10.1002/anie.202504793 |
| Availability: |
https://doi.org/10.1002/anie.202504793; https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.202504793 |
| Rights: |
http://creativecommons.org/licenses/by/4.0/ |
| Accession Number: |
edsbas.BB521CB2 |
| Database: |
BASE |