An Axially Chiral Quinoline-2-Carboxylic Acid-Cu Catalyst for Enantioselective Synthesis of C 2- and C 1‑Symmetric BINOLs

The in situ dimeric coordination of two chiral ligands bearing quinoline-2-carboxylic acid units and substituted BINOL backbones with a copper ion generates a new chiral catalyst for oxidative homo- and cross-coupling of various 2-naphthols, enabling enantioselective synthesis of a broad range of hi...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2024-09, Vol.89 (17), p.12842-12847
Hauptverfasser: Shen, Ahui, Xu, Jun, Gao, Jun, Cen, Shouyi, Zhang, Zhipeng
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The in situ dimeric coordination of two chiral ligands bearing quinoline-2-carboxylic acid units and substituted BINOL backbones with a copper ion generates a new chiral catalyst for oxidative homo- and cross-coupling of various 2-naphthols, enabling enantioselective synthesis of a broad range of highly useful diversely substituted C 2- and C 1-symmetric BINOLs in up to 96% yield with good to excellent enantioselectivities (up to 98:2 e.r.).
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.4c01421