Catalytic asymmetric hydrosilylation of ketones using rhodium-(l)-complexes of chiral phosphinooxazoline ligands

Phosphole-based ligands in catalysis

“…The L7a-rhodiumIJI) complex, obtained in situ from the reaction of L7a with ijRhClIJCOD)] 2 , was applied in the hydrosilylation of acetophenone 49c with moderate enantioselectivity (69% in favor of R configuration, Scheme 39). 80 It is noteworthy that this catalytic performance is comparable to that of the diphenylphosphinoxazoline rhodium system.…”

“…Chiral phosphole-oxazoline ligands L7a-b, reported by Helmchen and co-workers, 78 80 It is noteworthy that this catalytic performance is comparable to that of the diphenylphosphinoxazoline rhodium system. Chiral L6-Pd (II) complex gave moderate results in asymmetric Heck coupling reaction between iodobenzene 52a and 2,3-dihydrofuran 55 (Scheme 42).…”

Recent Advances in the Asymmetric Hydrosilylation of Ketones, Imines and Electrophilic Double Bonds

“…12 The structure of those P,P and P,N ligands later inspired chemists to design new ligand structures. Among these, some of the most successful ligands for the rhodium-catalysed asymmetric hydrosilylation of ketones and imines are the bis(oxazoline)pyridine Pybox 13, 14 and hybrid P,N ligands such as the phosphino-oxazolines 1, first developed by the groups of Helmchen 15 and Williams. 16 Most of the details concerning those ligands have now been reviewed and only the most recent developments on new ligands will be presented here.…”

Chiral Bidentate (Phosphinophenyl)benzoxazine Ligands in Asymmetric Catalysis

“…The comparison of the results for the cycloadduct 11a obtained with the (phosphinophenyl)benzoxazine and the dihydro(phosphinophenyl)oxazole ligand 2 ) shows a similar diastereoselectivity (endo/exo 94 : 6 vs. 95 : 5 [13]) but a lower enantioselectivity with the (phosphinophenyl)benzoxazine ligand (48 vs. 82% ee [10]). …”

“…dihydro[(dinaphthylphosphino)phenyl]oxazole) have been used in the other reactions[10]. dihydro[(dinaphthylphosphino)phenyl]oxazole) have been used in the other reactions[10].…”