Phenolic Dienes as Highly Selective Dienophiles in the Asymmetric Organocatalyzed Three-Component Vinylogous Povarov Reaction.
Journal
The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R
Informations de publication
Date de publication:
17 Aug 2024
17 Aug 2024
Historique:
medline:
17
8
2024
pubmed:
17
8
2024
entrez:
17
8
2024
Statut:
aheadofprint
Résumé
Our study presents a novel enantioselective route for the synthesis of 1,2,3,4-tetrahydroquinolines via a chiral phosphoric acid-catalyzed three-component Povarov reaction, employing phenolic dienes as dienophiles. This approach produces a diverse array of 2,3,4-trisubstituted tetrahydroquinolines, each featuring a styryl group at position 4, in high yields with excellent regio-, diastereo-, and enantioselectivities (>95:5 dr and up to >99% ee).
Identifiants
pubmed: 39152912
doi: 10.1021/acs.joc.4c01239
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM