Rongwei Guo

Highly enantioselective hydrogenation of enamides catalyzed by rhodium–monodentate phosphoramidite complex

The monodentate phosphoramidite ligand monophos was used in the Rh-catalyzed asymmetric hydrogenation of enamides to give high enantioselectivities (up to 96% ee).

Enantioselective bis-alkoxycarbonylation of styrene catalyzed by novel chiral dipyridylphosphine cationic palladium(II) complexes

Abstract The preparation of new palladium complexes that are composed of a series of chiral dipyridylphosphines [( R )-P-Phos ( 1 ), ( R )-tol-P-Phos ( 2 ) and ( R )-Xyl-P-Phos) ( 3 )] have been described. The structure of the complex [{( R )- 1 }Pd(H 2 O) 2 ](OTf) 2 was unambiguously determined by single-crystal X-ray diffractometry. These complexes were found to be effective in the asymmetric bis-methoxycarbonylation of styrene, reaching up to 84% e.e. and 79% chemoselectivity for dimethyl-2-phenylsuccinate (DMPS) under the optimal conditions. In addition, the complexes exhibited almost identical enantioselectivity on DMPS.

Rhodium-catalyzed asymmetric hydrogenation with aminophosphine ligands derived from 1,1'-binaphthyl-2,2'-diamine

Abstract Chiral ligands 2,2′-bis(dicyclohexylphosphinoamino)-1,1′-binaphthyl and 2,2′-bis[bis(3,5-dimethylphenyl)phosphinoamino]-1,1′-binaphthyl were synthesized by reacting 1,1′-binaphthyl-2,2′-diamine with dicyclohexylchlorophosphine and bis(3,5-dimethylphenyl)chlorophosphine, respectively. Application of these ligands to the Rh-catalyzed asymmetric hydrogenation of a variety of amidoacrylic acids and esters provided chiral amino acid derivatives with excellent enantioselectivities (up to 99% e.e. and quantitative yields).

Modified BINAPO ligands for Rh-catalysed enantioselective hydrogenation of acetamidoacrylic acids and esters

Abstract (S)- and (R)-2,2′-Bis[bis(3,5-dimethylphenyl)phosphinoyl]-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl (Xyl-H8-BINAPO) were synthesised by reacting chlorobis(3,5-dimethylphenyl)phosphine with (S)- and (R)-2,2′-dihydroxyl-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, respectively. The applications of these ligands and their corresponding parent analogues in the Rh-catalysed asymmetric hydrogenation of a variety of acetamidoacrylic acids and esters provided chiral amino acid derivatives with good to excellent ees (up to 97%).

Methyl (E)‐3‐acet­amido‐4‐methyl‐2‐pentenoate

The molecule of the title compound, C9H15NO3, is an E isomer and the crystal structure involves an N—H⋯O hydrogen bond, forming one-dimensional chains along the a axis.

Ethyl (E)-2-acetyl-3-amino-3-phenyl-2-propyl­enoate

The title compound, C13H15NO3, is an E isomer and the phenyl ring does not conjugate with C=C. Both intra- and intermolecular N—H⋯O hydrogen bonds are found, and the infinite molecular chains stretch along the b axis.

(S)-2,2′-Bis­(di­cyclo­hexyl­phosphino­amino)-1,1′-bi­naphthyl

The the crystal structure of the title compound, C44H58N2P2, the molecule has a non-crystallographic twofold axis. The bond lengths and angles are within the expected ranges.

Ethyl (E)‐3‐acet­amido‐2‐butenoate

The crystal structure determination of the title compound, C8H13NO3, shows that it is the E isomer. An N—H⋯O intermolecular hydrogen bond is observed and is responsible for the formation of infinite chains stretching along the b axis of the crystal.

N-[3-Acet­amido-1,3-bis(4-ethyl­phenyl)­butenyl]acet­amide

Both intra- and intermolecular N—H⋯O hydrogen bonds are found in the structure of the title compound, C24H30N2O2. Molecules are assembled into chains, along the b axis, via intermolecular interactions.