33632-82-5Relevant articles and documents
Iridium-Catalyzed Enantioselective Hydrogenation of Vinylsilanes
Wang, Aie,Bernasconi, Maurizio,Pfaltz, Andreas
supporting information, p. 2523 - 2529 (2017/08/16)
We have screened a diverse array of iridium complexes derived from chiral N,P ligands as catalysts for the asymmetric hydrogenation of vinylsilanes, a transformation for which generally applicable catalysts were lacking. Several catalysts emerged from thi
A theoretically-guided optimization of a new family of modular P,S-ligands for iridium-catalyzed hydrogenation of minimally functionalized olefins
Margalef, Jèssica,Caldentey, Xisco,Karlsson, Erik A.,Coll, Mercè,Mazuela, Javier,Pàmies, Oscar,Diéguez, Montserrat,Pericàs, Miquel A.
supporting information, p. 12201 - 12214 (2015/03/31)
A library of modular iridium complexes derived from thioether-phosphite/phosphinite ligands has been evaluated in the asymmetric iridium-catalyzed hydrogenation of minimally functionalized olefins. The modular ligand design has been shown to be crucial in finding highly selective catalysts for each substrate. A DFT study of the transition state responsible for the enantiocontrol in the Ir-catalyzed hydrogenation is also described and used for further optimization of the crucial stereodefining moieties. Excellent enantioselectivities (enantiomeric excess (ee) values up to 99%) have been obtained for a range of substrates, including E- and Z-trisubstituted and disubstituted olefins, α,β-unsaturated enones, tri- and disubstituted alkenylboronic esters, and olefins with trifluoromethyl substituents.
Enantioselective Ir-catalyzed hydrogenation of minimally functionalized olefins using pyranoside phosphinite-oxazoline ligands
Mazuela, Javier,Pamies, Oscar,Dieguez, Montserrat
, p. 2139 - 2145 (2013/05/22)
Pyranoside phosphinite-oxazoline ligands prepared from readily available (+)-D-glucosamine were applied to the Ir-catalyzed asymmetric hydrogenation of minimally functionalized olefins. Our results show that the enantioselectivity is dependent on the ozaxoline and the phosphinite moieties and the substrate structure. By carefully selecting the ligand components, enantioselectivities up to 99 % were obtained in the asymmetric reduction of several (E)- and (Z)-trisubstituted and 1,1-disubstituted olefins. The asymmetric hydrogenation was also performed using propylene carbonate as solvent, which allowed the iridium catalysts to be reused and maintained the high enantioselectivities. Copyright