Atroposelective synthesis of axially chiral P,S-ligands based on arynes - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Chemistry Frontiers Année : 2015

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

Résumé

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. This approach allows for the efficient access to a novel family of atropo-enantiopure biphenyl-based phosphine-thioether ligands (aR)- and (aS)-I [R = cyclohexyl, Ph]. Moreover, this new P and S donor ligands were assessed in model palladium-catalyzed allylic substitution reactions, showing good enantioselectivity (up to 98 % ee).

Domaines

Chimie organique
Fichier non déposé

Dates et versions

hal-02306240 , version 1 (04-10-2019)

Identifiants

Citer

Anais Berthelot-Brehier, Armen Panossian, Francoise Colobert-Leuenberger, Frédéric Leroux. Atroposelective synthesis of axially chiral P,S-ligands based on arynes. Organic Chemistry Frontiers, 2015, 2 (6), pp.634-644. ⟨10.1039/C5QO00067J⟩. ⟨hal-02306240⟩
20 Consultations
0 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More