(Z)-6-二十一碳烯-11-酮合成路线 （共 124 条）
反应条件
1: 70 percent / p-TsOH / benzene / 15 h / Heating 2: 92 percent / LiAlH4 / diethyl ether / 5 h / Ambient temperature 3: 81 percent / Ph3P*Br2, Et3N / CH2Cl2 / 7 h 4: 1.) lithium amide / 1.) HMPTA, 15 deg C, 1.5 h, 2.) HMPTA, a) 0-10 deg C, 1 h, b) 20-25 deg C, 12 h 5: 91 percent / aq. HCl / acetone / 1 h / Heating 6: 95 percent / H2, NaBH4, Ni(CH3COO)2*4H2O, NH2(CH2)2NH2 / ethanol View Scheme
参考文献
Russian Journal of Organic Chemistry, , vol. 30, # 11.1 p. 1750 - 1753
Zhurnal Organicheskoi Khimii, , vol. 30, # 11 p. 1664 - 1666
反应条件
1: 69 percent / diethyl ether / 4 h / 36 - 38 °C 2: 60 percent / HCl / 2 h / Heating 3: 70 percent / p-TsOH / benzene / 15 h / Heating 4: 92 percent / LiAlH4 / diethyl ether / 5 h / Ambient temperature 5: 81 percent / Ph3P*Br2, Et3N / CH2Cl2 / 7 h 6: 1.) lithium amide / 1.) HMPTA, 15 deg C, 1.5 h, 2.) HMPTA, a) 0-10 deg C, 1 h, b) 20-25 deg C, 12 h 7: 91 percent / aq. HCl / acetone / 1 h / Heating 8: 95 percent / H2, NaBH4, Ni(CH3COO)2*4H2O, NH2(CH2)2NH2 / ethanol View Scheme
参考文献
Russian Journal of Organic Chemistry, , vol. 30, # 11.1 p. 1750 - 1753
Zhurnal Organicheskoi Khimii, , vol. 30, # 11 p. 1664 - 1666
反应条件
1: 81 percent / Ph3P*Br2, Et3N / CH2Cl2 / 7 h 2: 1.) lithium amide / 1.) HMPTA, 15 deg C, 1.5 h, 2.) HMPTA, a) 0-10 deg C, 1 h, b) 20-25 deg C, 12 h 3: 91 percent / aq. HCl / acetone / 1 h / Heating 4: 95 percent / H2, NaBH4, Ni(CH3COO)2*4H2O, NH2(CH2)2NH2 / ethanol View Scheme
参考文献
Russian Journal of Organic Chemistry, , vol. 30, # 11.1 p. 1750 - 1753
Zhurnal Organicheskoi Khimii, , vol. 30, # 11 p. 1664 - 1666
反应条件
1: 1.) lithium amide / 1.) HMPTA, 15 deg C, 1.5 h, 2.) HMPTA, a) 0-10 deg C, 1 h, b) 20-25 deg C, 12 h 2: 91 percent / aq. HCl / acetone / 1 h / Heating 3: 95 percent / H2, NaBH4, Ni(CH3COO)2*4H2O, NH2(CH2)2NH2 / ethanol View Scheme
参考文献
Russian Journal of Organic Chemistry, , vol. 30, # 11.1 p. 1750 - 1753
Zhurnal Organicheskoi Khimii, , vol. 30, # 11 p. 1664 - 1666
反应条件
1: 78 percent / p-toluenesulphonic acid / methanol / 14 h / Ambient temperature 2: 66 percent / PCC / CH2Cl2 3: 69 percent / tetrahydrofuran / 4 h / 0 °C 4: 61 percent / PCC, NaOAc / CH2Cl2 View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 34, # 12 p. 1030 - 1034
反应条件
1: 82 percent / Et3N / CH2Cl2 / 3 h 2: 2.) Li2CuCl4 / 1.) THF, 20 min, 2.) THF, a) -10 deg C, 3 h, b) RT, overnight 3: 78 percent / p-toluenesulphonic acid / methanol / 14 h / Ambient temperature 4: 66 percent / PCC / CH2Cl2 5: 69 percent / tetrahydrofuran / 4 h / 0 °C 6: 61 percent / PCC, NaOAc / CH2Cl2 View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 34, # 12 p. 1030 - 1034
反应条件
1: 92 percent / LiAlH4 / diethyl ether / 5 h / Ambient temperature 2: 81 percent / Ph3P*Br2, Et3N / CH2Cl2 / 7 h 3: 1.) lithium amide / 1.) HMPTA, 15 deg C, 1.5 h, 2.) HMPTA, a) 0-10 deg C, 1 h, b) 20-25 deg C, 12 h 4: 91 percent / aq. HCl / acetone / 1 h / Heating 5: 95 percent / H2, NaBH4, Ni(CH3COO)2*4H2O, NH2(CH2)2NH2 / ethanol View Scheme
参考文献
Russian Journal of Organic Chemistry, , vol. 30, # 11.1 p. 1750 - 1753
Zhurnal Organicheskoi Khimii, , vol. 30, # 11 p. 1664 - 1666
反应条件
1: 2.) Li2CuCl4 / 1.) THF, 20 min, 2.) THF, a) -10 deg C, 3 h, b) RT, overnight 2: 78 percent / p-toluenesulphonic acid / methanol / 14 h / Ambient temperature 3: 66 percent / PCC / CH2Cl2 4: 69 percent / tetrahydrofuran / 4 h / 0 °C 5: 61 percent / PCC, NaOAc / CH2Cl2 View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 34, # 12 p. 1030 - 1034
反应条件
1: 70 percent / MnO2 / benzene / 10 h / Ambient temperature 2: 65 percent / Zn, CuI / ethanol; H2O / 0.75 h / Irradiation View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 33, # 5 p. 468 - 469
反应条件
1: 85.4 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 2 h / Ambient temperature 2: 83.8 percent / p-toluenesulfonic acid / benzene / 8 h / Heating 3: 1.) BHBr2*SMe2, 2.) LAH, 3.) NaOMe, I2 4: 87 percent / aq. HCl / diethyl ether / 2.5 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 33, # 4 p. 365 - 367
