Enantioselective synthesis of aryl sulfoxides via palladium-catalyzed arylation of sulfenate anions.
Arylation of various sulfenate anions generated from beta-sulfinyl esters by retro-Michael reaction in the presence of palladium(0) and enantiopure ligands gave the corresponding aryl sulfoxides in enantio-enriched form. The Josiphos-type ligand (R)-(S)-PPF-t-Bu2 turned out to be the best ligand tested, allowing ee's up to 83% in a predictable sense.
Maitro
Guillaume
G
Université Pierre et Marie Curie-Paris 6, Laboratoire de Chimie Organique (UMR CNRS 7611), Institut de Chimie Moléculaire (FR 2769), Case 183, 4 Place Jussieu, F-75252 Paris Cedex 05, France.
Vogel
Sophie
S
Sadaoui
Mounel
M
Prestat
Guillaume
G
Madec
David
D
Poli
Giovanni
G