Atroposelective Chan-Evans-Lam Amination.
Chan–Evans–Lam reaction
PyrOx ligand
VPOX
atroposelective amination
enantioselective catalysis
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
15 Mar 2024
15 Mar 2024
Historique:
received:
31
12
2023
medline:
5
1
2024
pubmed:
5
1
2024
entrez:
5
1
2024
Statut:
ppublish
Résumé
The synthetic control of atropoisomerism along C-N bonds is a major challenge, and methods that allow C-N atroposelective bond formation are rare. This is a problem because each atropoisomer can feature starkly differentiated biological properties. Yet, among the three most practical and applicable classical amination methods available: 1) the Cu-catalyzed Ullmann-Goldberg reaction, 2) the Pd-catalyzed Buchwald-Hartwig reaction, and 3) the Cu-catalyzed Chan-Evans-Lam reaction, none has truly been rendered atroposelective at the newly formed C-N bond. The first ever Chan-Evans-Lam atroposelective amination is herein described with a simple copper catalyst and newly designed PyrOx chiral ligand. This method should find important applications in asymmetric synthesis, in particular for medicinal chemistry.
Identifiants
pubmed: 38179829
doi: 10.1002/chem.202304378
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202304378Subventions
Organisme : European Research Council
ID : 716136: 2O2ACTIVATION
Pays : International
Informations de copyright
© 2024 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.
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