Acylative kinetic resolution of 1,1′-binaphthyl-8,8′-diamines by organocatalysis

Acylative kinetic resolution of 1,1′-binaphthyl-8,8′-diamines by organocatalysis

A method for kinetic resolution of 2,2′-disubstituted 1,1′-binaphthyl-8,8′-diamines has been developed by enantioselective acylation of the amino group with chiral pyrrolidinopyridine organocatalysts. Multiple hydrogen-bonding interactions as well as π-π interaction between the catalyst and the diam...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Tetrahedron 2022-01, Vol.103, p.132539, Article 132539
Hauptverfasser: Reddy, Valluru Krishna, Kan, Keizo, Sokeirik, Yasser Samir Abdel-Khalek, Yoshida, Keisuke, Hirata, Atsushi, Yamanaka, Masahiro, Ueda, Yoshihiro, Kawabata, Takeo
Format: Artikel
Sprache:eng
Schlagworte:
Acylation
Amine
Hydrogen bond
Kinetic resolution
Organocatalysis
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A method for kinetic resolution of 2,2′-disubstituted 1,1′-binaphthyl-8,8′-diamines has been developed by enantioselective acylation of the amino group with chiral pyrrolidinopyridine organocatalysts. Multiple hydrogen-bonding interactions as well as π-π interaction between the catalyst and the diamines were proposed to be responsible for the accelerative enantioselective acylation. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2021.132539