Synthesis of P,N-2,2′-biphenyl derivatives with central chirality - Archive ouverte HAL
Article Dans Une Revue Science China Chemistry Année : 2010

Synthesis of P,N-2,2′-biphenyl derivatives with central chirality

Résumé

Enantiopure 2-(dicyclohexylphosphino)-1,1′-biphenyl derivatives substituted in the 2′-position by a chiral amino group were prepared. For the compound bearing an acyclic chiral chain, the key step was a Suzuki coupling between bromobenzeneboronic acid and N-Boc-iodoaniline whereas an aromatic nucleophilic substitution allowed the introduction of a chiral pyrrolidine in the 2′-position of the biphenyl backbone. The efficiency of the P,N-biphenyl pyrrolidine derivatives as ligands in Pd-catalyzed arylaminations compares well with that of DavePhos ligand.

Domaines

Chimie organique

Dates et versions

hal-00915655 , version 1 (09-12-2013)

Identifiants

Citer

Ludovic Jean, Michael Pouliquen, Jérôme Blanchet, Marie-Claire Lasne, Jacques Rouden. Synthesis of P,N-2,2′-biphenyl derivatives with central chirality. Science China Chemistry, 2010, 53 (9), pp.1907. ⟨10.1007/s11426-010-4056-2⟩. ⟨hal-00915655⟩
40 Consultations
0 Téléchargements

Altmetric

Partager

More