| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1346402 | Tetrahedron: Asymmetry | 2011 | 6 Pages |
The rhodium-catalyzed asymmetric hydrogenation of β-acetylamino acrylonitriles was investigated by using monophosphine and bisphosphine ligands. It was found that an Rh-QuinoxP∗ complex exhibited high enantioselectivities for β-aryl substituted β-acetylamino acrylonitriles and the Rh-JosiPhos CyPF-t-Bu complex was proven to be effective for the hydrogenation of tetrasubstituted olefins from cyclic β-acetylamino acrylonitriles.
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3-Acetylamino-3-phenyl propionitrileC11H12N2OEe 93%[α]D20=-78.2 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
3-Acetylamino-3-(p-methylphenyl)propionitrileC12H14N2OEe 89%[α]D20=-49.0 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
3-Acetylamino-3-(p-methoxyphenyl)propionitrileC12H14N2O2Ee 89%[α]D20=-66.6 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
3-Acetylamino-3-(p-chlorophenyl)propionitrileC11H11ClN2OEe 82%[α]D20=-55.8 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
3-Acetylamino-3-(p-fluorophenyl)propionitrileC11H11FN2OEe 84%[α]D20=-43.1 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
3-Acetylamino-3-(p-trifluoromethylphenyl)propionitrileC12H11F3N2OEe 77%[α]D20=-33.9 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
3-Acetylamino-3-(m-methylphenyl)propionitrileC12H14N2OEe 90%[α]D20=-50.2 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
3-Acetylamino-3-(m-chlorophenyl)propionitrileC11H11ClN2OEe 90%[α]D20=-35.6 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
3-Acetylamino-3-(thiophen-2-yl)propionitrileC9H10N2OSEe 92%[α]D20=-39.6 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
3-Acetylamino-3-(2-naphthyl)propionitrileC15H14N2OEe 84%[α]D20=-46.5 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
cis-2-Acety1amino-1-cyclopentane-1-carbonitrileC8H12N2OEe 64%[α]D20=-35.7 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
cis-2-Acety1amino-1-cyclohexane-1-carbonitrileC9H14N2OEe 83%[α]D20=-109.7 (c 1.0, CH2Cl2)Source of chirality: asymmetric hydrogenationAbsolute configuration: unknown
