title: New catalysts for the asymmetric hydrosilylation of ketones discovered by mass spectrometry screening.
abstract: A method for determining enantiomeric excess by mass spectrometry was employed to screen a family of chiral phosphite P,N-ligands for activity in the rhodium-catalyzed asymmetric hydrosilylation of ketones. The identification of an effective set of ligands was followed by preliminary studies of the reaction scope and mechanism. Asymmetric induction of 84-88% ee for larger-scale reactions was observed, which is close to the level of the best alternative catalysts previously discovered. The screening method was shown to be applicable to a variety of substrates without the need for special optimization.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
authors.forename: Sulan
authors.initials: S
authors.lastname: Yao
authors.forename: Jun-Cai
authors.initials: JC
authors.lastname: Meng
authors.forename: Gary
authors.initials: G
authors.lastname: Siuzdak
authors.forename: M G
authors.initials: MG
authors.lastname: Finn
mesh_terms: D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D007659:Ketones / Q000737:chemistry*; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007659:Ketones; D008024:Ligands; D012821:Silanes; D012238:Rhodium