Issue 9, 2014

In situ generation of ion-paired chiral ligands: rapid identification of the optimal ligand for palladium-catalyzed asymmetric allylation

Abstract

A method for the in situ generation of ion-paired chiral ligands from simple salts of ammonium phosphines and chiral Brønsted acids under phase-transfer conditions is established. The exploitation of this method in combinatorial ligand screening has enabled the rapid identification of the optimal ion-paired chiral ligand for the palladium-catalyzed asymmetric allylic alkylation of benzo[b]thiophen-2(3H)-ones.

Graphical abstract: In situ generation of ion-paired chiral ligands: rapid identification of the optimal ligand for palladium-catalyzed asymmetric allylation

Supplementary files

Article information

Article type
Edge Article
Submitted
08 Apr 2014
Accepted
16 May 2014
First published
19 May 2014

Chem. Sci., 2014,5, 3645-3650

Author version available

In situ generation of ion-paired chiral ligands: rapid identification of the optimal ligand for palladium-catalyzed asymmetric allylation

K. Ohmatsu, Y. Hara and T. Ooi, Chem. Sci., 2014, 5, 3645 DOI: 10.1039/C4SC01032A

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