Enantioselective Annulations for Dihydroquinolones by in Situ Generation of Azolium Enolates

A convergent, catalytic asymmetric formal [4 + 2] annulation for the synthesis of dihydroquinolones has been developed. Carboxylic acids can be employed as precursors to NHC enolates through an in situ activation strategy. Simultaneous generation of a reactive aza-o-quinone methide under the basic c...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Journal of the American Chemical Society 2014-07, Vol.136 (30), p.10589-10592
Hauptverfasser:	Lee, Anna, Younai, Ashkaan, Price, Christopher K, Izquierdo, Javier, Mishra, Rama K, Scheidt, Karl A
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkenes - chemistry Azoles - chemistry carboxylic acids Carboxylic Acids - chemistry Catalysis Communication enantiomers Indolequinones - chemical synthesis Indolequinones - chemistry Models, Molecular Quinolones - chemical synthesis Quinolones - chemistry Stereoisomerism
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	A convergent, catalytic asymmetric formal [4 + 2] annulation for the synthesis of dihydroquinolones has been developed. Carboxylic acids can be employed as precursors to NHC enolates through an in situ activation strategy. Simultaneous generation of a reactive aza-o-quinone methide under the basic conditions employed for NHC generation leads to a dual activation approach.
ISSN:	0002-7863 1520-5126 1520-5126
DOI:	10.1021/ja505880r