(Z)-6-二十一碳烯-11-酮合成路线 （共 124 条）
反应条件
1: 95 percent / H2 / Lindlar's catalyst/quinoline / hexane 2: 90 percent / PBr3, pyridine / diethyl ether / cooled, 30 min, then standing overnight, then reflux, 2 h 3: 70 percent / benzene; dimethylformamide / 16 h / Heating 4: 80 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 140 - 145 °C 5: 90 percent / LiAlH4 / diethyl ether / reflux, then room temp., overnight, then reflux, 30 min 6: 90 percent / PBr3, pyridine / diethyl ether / reflux, 20 min, then room temp., overnight, then reflux, 2 h 7: 1)Mg / 1)THF 2)room temp., overnight, then reflux, 3 h 8: 60 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 19, # 11 p. 950 - 951
反应条件
1: 55 percent / diethyl ether / 1) 0 deg C, 30 min, 2) 20-25 deg C, 4 h 2: 77 percent / pyridinium chlorochromate / CH2Cl2 / 6 h View Scheme
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 24, # 10 p. 1909 - 1912
Zhurnal Organicheskoi Khimii, , vol. 24, # 10 p. 2116 - 2120
反应条件
1: 1.) LDA / 1.) THF, -78 deg C, 30 min, 2.) THF, 30 deg C, overnight 2: HMPA / tetrahydrofuran / 120 h / Heating 3: KF / methanol / 12 h / 30 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 50, # 25 p. 5260 - 5267
反应条件
1: HMPA / tetrahydrofuran / 120 h / Heating 2: KF / methanol / 12 h / 30 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 50, # 25 p. 5260 - 5267
反应条件
1: <1,3-bis(diphenylphosphino)propane>nickel dichloride ((dppp)NiCl2) / benzene / 20 h / 70 °C 2: 1.) methyllithium / 1.) ether, 0 deg C, 30 min, 2.) 0 deg C 3: 100 percent / lithium bromide / tetrahydrofuran / 48 h / Ambient temperature 4: 1.) tert-butyllithium / 1.) ether, hexane, 0 deg C, 2 h, 2.) a) 0 deg C, 0.5 h, b) RT, 0.5 h 5: 100 percent / pyridinium dichromate (PDC) / CH2Cl2 / 41 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 50, # 5 p. 719 - 721
反应条件
sodium hydroxide; dihydrogen peroxide; thexylchloroborane; benzoyl chloride 1) THF, 25 deg C, 2 h; 2) ether, -78 deg C; 3) THF, 45 deg C, 1 h; 4) 45 deg C, 12 h; 5) 40 - 45 deg C, room temperature (2 h); Yield given. Multistep reaction;
参考文献
Journal of the American Chemical Society, , vol. 102, # 18 p. 5919 - 5920
反应条件
1: BuLi / tetrahydrofuran / 2 h / Ambient temperature 2: 1.23 g / aq. HCl / tetrahydrofuran View Scheme
参考文献
Synthetic Communications, , vol. 16, # 13 p. 1723 - 1730
反应条件
1: 90 percent / sodium hydride, DMSO / diethyl ether / 2.5 h / Ambient temperature 2: 100 percent / conc. HCl / CH2Cl2; diethyl ether / 0.17 h / Ambient temperature View Scheme
参考文献
Synthetic Communications, , vol. 13, # 5 p. 379 - 386
反应条件
1: 1) <(CH3)3Si>2NNa / 1) THF, reflux, 2 h, 2) -78 deg, 1 h, 3) room temperature, 10 h 2: 73 percent / 10percent aq. HCl / acetone / 3 h / 20 - 23 °C 3: 55 percent / diethyl ether / 1) 0 deg C, 30 min, 2) 20-25 deg C, 4 h 4: 77 percent / pyridinium chlorochromate / CH2Cl2 / 6 h View Scheme
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 24, # 10 p. 1909 - 1912
Zhurnal Organicheskoi Khimii, , vol. 24, # 10 p. 2116 - 2120
反应条件
1: 66 percent / PCC / CH2Cl2 2: 69 percent / tetrahydrofuran / 4 h / 0 °C 3: 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
