Synthesis of N-phenyl β-amino acids via iridium-catalyzed asymmetric hydrogenation using mixed monodentate ligands
نویسندگان
چکیده
منابع مشابه
Asymmetric hydrogenation using monodentate phosphoramidite ligands.
Monodentate phosphoramidites are excellent ligands for Rh-catalyzed asymmetric hydrogenations of substituted olefins. Enantioselectivities between 95 and 99% were obtained in the asymmetric hydrogenation of protected alpha- and beta-dehydroamino acids and esters, itaconic acid and esters, aromatic enamides, aromatic enol esters, aromatic and aliphatic enol carbamates, and alpha-substituted cinn...
متن کاملMonodentate, Supramolecular and Dynamic Phosphoramidite Ligands Based on Amino Acids in Asymmetric Hydrogenation Reactions Breuil, P.A.R
The electronic and steric effects as well as hydrogen bonds on the formation of the heteroligand complexes between monodentate amino acid based phosphoramidite and monodentate phosphine ligands were studied. Pure heterocomplex formation through the hydrogen bond between LEUPhos and a urea based phosphine is observed leading to highly active and selective catalyst. Substrate orientation through ...
متن کاملHighly efficient iridium-catalyzed asymmetric hydrogenation of β-acylamino nitroolefins.
The first highly efficient Ir-catalyzed enantioselective hydrogenation of β-acylamino nitroolefins is reported. This reaction provides straightforward access to chiral β-amino nitroalkanes in high yields and excellent enantioselectivities (up to >99.9% ee) catalyzed by an Ir-(R,R)-f-spiroPhos complex.
متن کاملAsymmetric Hydrogenation of Quinolines Catalyzed by Iridium with Chiral Ferrocenyloxazoline Derived N,P Ligands
Chiral ferrocenyloxazoline derived N,P ligands are used in the iridium-catalyzed asymmetric hydrogenation of quinolines, and up to 92% ee was obtained. The role of the planar chirality is also studied.
متن کاملAsymmetric Hydrogenation of Quinolines Catalyzed by Iridium Complexes of Monodentate BINOL-Derived Phosphoramidites
The monodentate BINOL-derived phosphoramidite PipPhos is used as ligand for the iridium-catalyzed asymmetric hydrogenation of 2and 2,6-substituted quinolines. If tri-ortho-tolylphosphine and/or chloride salts are used as additives enantioselectivities are strongly enhanced up to 89%. NMR indicates that no mixed complexes are formed upon addition of tri-ortho-tolylphosphine.
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ژورنال
عنوان ژورنال: Tetrahedron: Asymmetry
سال: 2011
ISSN: 0957-4166
DOI: 10.1016/j.tetasy.2010.11.026