| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1346795 | Tetrahedron: Asymmetry | 2011 | 5 Pages |
The enantioselective Henry reaction between nitromethane and various aldehydes catalyzed by chiral amino alcohol–Zn complex was described. The resulting β-nitroalcohols were obtained in high yields and with moderate to good enantiomeric excesses.
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(S)-2-Nitro-1-phenylethanolC8H9NO3Ee = 81%[α]D20=+29.7 (c 2.4, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-2-Nitro-1-o-tolylethanolC9H11NO3Ee = 80%[α]D20=+31.1 (c 2.1, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-2-Nitro-1-p-tolylethanolC9H11NO3Ee = 84%[α]D20=+34.1 (c 1.9, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(4-Methoxyphenyl)-2-nitroethanolC9H11NO4Ee =83%[α]D20=+19.0 (c 2.1, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(3-Methoxyphenyl)-2-nitroethanolC9H11NO4Ee = 77%[α]D20=+24.8 (c 2.6, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(2-Methoxyphenyl)-2-nitroethanolC9H11NO4Ee = 82%[α]D20=+36.6 (c 1.8, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(Naphthalen-1-yl)-2-nitroethanolC12H11NO3Ee = 74%[α]D20=+12.5 (c 1.9, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(Naphthalen-2-yl)-2-nitroethanolC12H11NO3Ee = 78%[α]D20=+28.4 (c 2.8, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(4-Fluorophenyl)-2-nitroethanolC8H8FNO3Ee = 78%[α]D20=+28.7 (c 2.2, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(2-Fluorophenyl)-2-nitroethanolC8H8FNO3Ee = 80%[α]D20=+30.9 (c 1.8, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(3-Chlorophenyl)-2-nitroethanolC8H8ClNO3Ee = 72%[α]D20=+30.7 (c 2.6, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(2-Chlorophenyl)-2-nitroethanolC8H8ClNO3Ee = 80%[α]D20=+40.4 (c 2.7, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-(4-Bromophenyl)-2-nitroethanolC8H8BrNO3Ee = 80%[α]D20=+27.5 (c 2.1, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(R)-1-(Furan-2-yl)-2-nitroethanolC6H7NO4Ee = 70%[α]D20=+22.5 (c 1.1, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (R)
(S,E)-1-Nitro-4-phenylbut-3-en-2-olC10H11NO3Ee = 78%[α]D20=+14.9 (c 1.8, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-Cyclohexyl-2-nitroethanolC8H15NO3Ee = 60%[α]D20=+13.0 (c 3.0, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-1-Nitrooctan-2-olC8H17NO3Ee = 62%[α]D20=+6.2 (c 1.6, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
(S)-3-Methyl-1-nitrobutan-2-olC5H11NO3Ee = 55%[α]D20=+11.3 (c 2.3, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (S)
