220925-03-1Relevant articles and documents
Chiral β-phosphino sulfoxides as chiral ligands in palladium-catalyzed asymmetric allylic nucleophilic substitution reactions
Hiroi, Kunio,Suzuki, Yoshio,Kawagishi, Ryoko
, p. 715 - 718 (1999)
The first attempt to use chiral β-phosphino sulfoxides as chiral ligands was successfully accomplished in a palladium-catalyzed asymmetric allylic alkylation and amination, providing extremely high enantioselectivity with chiral 2-(diphenyl-phosphino)phenyl 2-methoxy-1-naphthyl sulfoxide. The structure of the intermediary palladium complex chelated by the ligand was determined by the X-ray crystallographic analysis. The mechanism for the asymmetric induction is proposed on the basis of the stereochemical results obtained.
New chiral sulfoxide ligands possessing a phosphano or phosphanoamino functionality in palladium-catalyzed asymmetric allylic nucleophilic substitution reactions
Hiroi, Kunio,Suzuki, Yoshio,Abe, Ikuko,Kawagishi, Ryoko
, p. 4701 - 4710 (2007/10/03)
New chiral sulfoxide ligands possessing a phosphano or phosphanoamino functionality as an alternative coordinating element were developed, and their usefulness was demonstrated by applying them to palladium-catalyzed asymmetric allylic nucleophilic substitution reactions. The structure of the catalyst precursor coordinated by the chiral phosphino sulfoxide was determined by X-ray crystallographic analysis. The possible mechanism for the asymmetric induction using these chiral ligands was proposed on the basis of the stereochemical outcome obtained. (C) 2000 Elsevier Science Ltd.