Issue 6, 2015

Atroposelective synthesis of axially chiral P,S-ligands based on arynes

Abstract

The first atropo-selective aryl–aryl coupling based on arynes in the presence of a tert-butylsulfinyl group as the chiral auxiliary on the aryllithium nucleophile is described. The approach allows for the efficient access to a novel family of atropo-enantiopure biphenyl-based phosphine–thioether ligands. The new P,S heterodonor ligands were assessed in model palladium-catalyzed allylic substitution reactions.

Graphical abstract: Atroposelective synthesis of axially chiral P,S-ligands based on arynes

Supplementary files

Article information

Article type
Research Article
Submitted
27 feb 2015
Accepted
05 apr 2015
First published
09 apr 2015

Org. Chem. Front., 2015,2, 634-644

Author version available

Atroposelective synthesis of axially chiral P,S-ligands based on arynes

A. Berthelot-Bréhier, A. Panossian, F. Colobert and F. R. Leroux, Org. Chem. Front., 2015, 2, 634 DOI: 10.1039/C5QO00067J

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