| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1346089 | Tetrahedron: Asymmetry | 2012 | 6 Pages |
Enantioselective copper-catalyzed 1,4-additions of dialkylzincs to enones were carried out in the presence of 1 mol % of Cu(OTf)2 and 2.5 mol % of an N,N,P-ligand possessing a tert-butyl group at the adjacent position of the nitrogen of pyridine to afford the corresponding 1,4-adducts in up to 98% ee.
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(S,E)-N-((4,6-Di-tert-butylpyridin-2-yl)methylene)-1-(diphenylphosphino)-3,3-dimethylbutan-2-amineC32H43N2PEe = 99%[α]D24=+81.3 (c 1.0, CHCl3)Source of chirality: (S)-amino acidAbsolute configuration: (S)
(S)-(−)-3-Ethylcyclopentan-1-oneC7H12OEe = 98%[α]D24=-50.1 (c 0.8, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (S)
(S)-(−)-3-Methylcyclohexan-1-oneC7H12OEe = 98%[α]D24=-6.6 (c 1.0, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (S)
(S)-(−)-3-Ethylcyclohexan-1-oneC8H14OEe = 97%[α]D24=-10.0 (c 1.0, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (S)
(S)-(−)-3-Methylcycloheptan-1-oneC8H14OEe = 92%[α]D24=-62.0 (c 1.0, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (S)
(S)-(−)-3-Ethylcycloheptan-1-oneC9H16OEe = 80%[α]D24=-50.4 (c 1.0, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (S)
(R)-(−)-1,3-Diphenylpentan-1-oneC17H12OEe = 83%[α]D24=-2.0 (c 1.0, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (R)
(R)-(−)-3-(4-Methoxyphenyl)-1-phenylpentan-1-oneC18H20O2Ee = 75%[α]D24=-5.8 (c 1.1, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (R)
(R)-(−)-3-(4-Nitrophenyl)-1-phenylpentan-1-oneC17H17NO3Ee = 85%[α]D24=+22.1 (c 1.0, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (R)
(R)-(−)-3-(4-Fluorophenyl)-1-phenylpentan-1-oneC17H17FOEe = 85%[α]D24=-2.5 (c 1.0, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (R)
(R)-(−)-3-(2,6-Dimethylphenyl)-1-phenylpentan-1-oneC19H22OEe = 79%[α]D24=-23.0 (c 1.1, CHCl3)Source of chirality: asymmetric synthesisAbsolute configuration: (R)
