title: Chiral pyranoside phosphite-oxazolines: a new class of ligand for asymmetric catalytic hydrogenation of alkenes.
abstract: We have described the first successful application of a phosphite-oxazoline ligand library in the asymmetric Ir-catalyzed hydrogenation of several unfunctionalized olefins. The introduction of a bulky biaryl phosphite moiety in the ligand design is highly adventitious in the product outcome. By carefully selecting the ligand components, we obtained high activities (TOFs up to >1500 mol x (mol x h)(-1) at 1 bar of H2) and enantioselectivities (ee values up to >99%) and, at the same time, show a broad scope for different substrate types. So, this is an exceptional ligand class that competes favorably with a few other ligand series that also provide high ee values for tri- and disubstituted substrate types.
authors.affiliation: Departament de Química Física i Inorgànica, Universitat Rovira i Virgili, Campus Sescelades, C/ Marcel.lí Domingo, s/n 43007 Tarragona, Spain.
authors.forename: Montserrat
authors.initials: M
authors.lastname: Diéguez
authors.forename: Javier
authors.initials: J
authors.lastname: Mazuela
authors.forename: Oscar
authors.initials: O
authors.lastname: Pàmies
authors.forename: J Johan
authors.initials: JJ
authors.lastname: Verendel
authors.forename: Pher G
authors.initials: PG
authors.lastname: Andersson
mesh_terms: D000473:Alkanes / Q000138:chemical synthesis*; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D006865:Hydrogenation; D007495:Iridium / Q000737:chemistry; D008024:Ligands; D010080:Oxazoles / Q000138:chemical synthesis / Q000737:chemistry*; D017905:Phosphites / Q000138:chemical synthesis / Q000737:chemistry*; D011714:Pyrans / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000473:Alkanes; D000475:Alkenes; D008024:Ligands; D010080:Oxazoles; D017905:Phosphites; D011714:Pyrans; C064210:oxazolidine; D007495:Iridium