Photoinduced Copper-Catalyzed Enantioselective Allylic C(sp3)-H Oxidation of Acyclic 1-Aryl-2-alkyl Alkenes as Limiting Substrates.

C-H functionalization Oxidation copper enantioselectivity photocatalysis

Journal

Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543

Informations de publication

Date de publication:
12 Aug 2024
Historique:
revised: 12 08 2024
received: 12 07 2024
accepted: 12 08 2024
medline: 12 8 2024
pubmed: 12 8 2024
entrez: 12 8 2024
Statut: aheadofprint

Résumé

Herein, we disclose a simple copper-catalyzed method for enantioselective allylic C(sp3)-H oxidation of unsymmetrical acyclic alkenes, specifically 1-aryl-2-alkyl alkenes. The C-H substrates are used in limiting amounts, and the products are obtained with high enantioselectivity, E/Z-selectivity, and regioselectivity. The method exhibits broad functional group tolerance, and E/Z-alkene mixtures are suitable C-H substrates. The transformation is enabled by light irradiation, which sustains the enantioselective copper catalysis by photoinduced oxidant homolysis.

Identifiants

pubmed: 39132953
doi: 10.1002/anie.202413190
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

e202413190

Informations de copyright

© 2024 Wiley‐VCH GmbH.

Auteurs

Xuemeng Chen (X)

Danmarks Tekniske Universitet, Chemistry, 2800, Kgs. Lyngby, DENMARK.

Heng-Hui Li (HH)

Danmarks Tekniske Universitet, Chemistry, Kemitorvet 206, 2800, Kgs. Lyngby, DENMARK.

Søren Kramer (S)

Danmarks Tekniske Universitet, Department of Chemistry, Kemitorvet 206, 2800, Kgs. Lyngby, DENMARK.

Classifications MeSH