Loading...
research article
Palladium-Catalyzed Enantioselective Cacchi Reaction: Asymmetric Synthesis of Axially Chiral 2,3-Disubstituted Indoles
We report herein the first examples of a palladiumcatalyzed enantioselective Cacchi reaction for the synthesis of indoles bearing a chiral C2-aryl axis. In the presence of a catalytic amount of Pd(OAc)2 and (R,R)-QuinoxP* ligand, reaction of N-aryl(alkyl)sulfonyl-2-alkynylanilides with arylboronic acids under oxygen atmosphere afforded enantioenriched 2,3-disubstituted indoles in high yields and enantioselectivity. The indole ring is constructed de novo in this process and a complexation-induced chirality transfer is proposed to account for the observed enantioselectivity.
Type
research article
Authors
He, Yu-Ping
•
Wu, Hua
•
Wang, Qian
•
Zhu, Jieping
Publication date
2020
Published in
Volume
59
Issue
5
Start page
2105
End page
2109
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
January 29, 2020
Use this identifier to reference this record