Asymmetric trifluoromethylthiolation of azlactones under chiral phase transfer catalysis.


Journal

Organic & biomolecular chemistry
ISSN: 1477-0539
Titre abrégé: Org Biomol Chem
Pays: England
ID NLM: 101154995

Informations de publication

Date de publication:
15 04 2020
Historique:
pubmed: 3 4 2020
medline: 3 4 2020
entrez: 3 4 2020
Statut: ppublish

Résumé

The first enantioselective method for the installation of the SCF3 group at the C-4 position of azlactones is described in the present communication under quinidinium phase transfer catalysis. The higher performance of substrates containing electron-rich 2-aryl groups at the azlactone was rationalized using DFT calculations.

Identifiants

pubmed: 32236278
doi: 10.1039/d0ob00476f
doi:

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

2914-2920

Auteurs

Marina Sicignano (M)

Dipartimento di Chimica e Biologia "A. Zambelli", Università degli Studi di Salerno, Via Giovanni Paolo II 132, 84084 Fisciano, SA, Italy. gdsala@unisa.it.

Ricardo I Rodríguez (RI)

Organic Chemistry Department, Módulo 1, Universidad Autónoma de Madrid, 28049 Madrid, Spain. jose.aleman@uam.es.

Vito Capaccio (V)

Organic Chemistry Department, Módulo 1, Universidad Autónoma de Madrid, 28049 Madrid, Spain. jose.aleman@uam.es.

Fabio Borello (F)

Dipartimento di Chimica e Biologia "A. Zambelli", Università degli Studi di Salerno, Via Giovanni Paolo II 132, 84084 Fisciano, SA, Italy. gdsala@unisa.it.

Rafael Cano (R)

Organic Chemistry Department, Módulo 1, Universidad Autónoma de Madrid, 28049 Madrid, Spain. jose.aleman@uam.es.

Francesco De Riccardis (F)

Dipartimento di Chimica e Biologia "A. Zambelli", Università degli Studi di Salerno, Via Giovanni Paolo II 132, 84084 Fisciano, SA, Italy. gdsala@unisa.it.

Luca Bernardi (L)

Department of Industrial Chemistry "Toso Montanari" & INSTM RU Bologna, Alma Mater Studiorum University of Bologna, Viale del Risorgimento 4, 40136 Bologna, Italy.

Sergio Díaz-Tendero (S)

Chemistry Department, Módulo 13, Universidad Autónoma de Madrid, 28049 Madrid, Spain.

Giorgio Della Sala (G)

Dipartimento di Chimica e Biologia "A. Zambelli", Università degli Studi di Salerno, Via Giovanni Paolo II 132, 84084 Fisciano, SA, Italy. gdsala@unisa.it.

José Alemán (J)

Organic Chemistry Department, Módulo 1, Universidad Autónoma de Madrid, 28049 Madrid, Spain. jose.aleman@uam.es.

Classifications MeSH