(3Z,13Z)-3,13-十八碳二烯-1-基乙酸酯合成路线 （共 52 条）
反应条件
1: 80 percent / pyridinium chlorochromate / hexane / 3 h / 25 °C 2: 60 percent / 1. NaHMDS / tetrahydrofuran / 1. -78 deg C, 1h 2. 25 deg C, 20h View Scheme
参考文献
Tetrahedron Letters, , vol. 25, # 25 p. 2701 - 2704
反应条件
1: 50 percent / 1. NaHMDS / tetrahydrofuran / 1. 1h reflux 2. -78 deg C, 1h 3. 25 deg C, 20h 2: LiAlH4 / diethyl ether / 3 h / 25 °C 3: 80 percent / PBr3 / 1 h / 85 °C 4: acetonitrile / 24 h / Heating 5: 60 percent / 1. NaHMDS / tetrahydrofuran / 1. -78 deg C, 1h 2. 25 deg C, 20h View Scheme
参考文献
Tetrahedron Letters, , vol. 25, # 25 p. 2701 - 2704
反应条件
1: 95 percent / methanol / 4 h / Heating 2: 90 percent / lead(IV)-acetate / benzene / 12 h / 25 °C 3: 50 percent / 1. NaHMDS / tetrahydrofuran / 1. 1h reflux 2. -78 deg C, 1h 3. 25 deg C, 20h 4: LiAlH4 / diethyl ether / 3 h / 25 °C 5: 80 percent / PBr3 / 1 h / 85 °C 6: acetonitrile / 24 h / Heating 7: 60 percent / 1. NaHMDS / tetrahydrofuran / 1. -78 deg C, 1h 2. 25 deg C, 20h View Scheme
参考文献
Tetrahedron Letters, , vol. 25, # 25 p. 2701 - 2704
反应条件
1: 90 percent / lead(IV)-acetate / benzene / 12 h / 25 °C 2: 50 percent / 1. NaHMDS / tetrahydrofuran / 1. 1h reflux 2. -78 deg C, 1h 3. 25 deg C, 20h 3: LiAlH4 / diethyl ether / 3 h / 25 °C 4: 80 percent / PBr3 / 1 h / 85 °C 5: acetonitrile / 24 h / Heating 6: 60 percent / 1. NaHMDS / tetrahydrofuran / 1. -78 deg C, 1h 2. 25 deg C, 20h View Scheme
参考文献
Tetrahedron Letters, , vol. 25, # 25 p. 2701 - 2704
反应条件
1: 80 percent / PBr3 / 1 h / 85 °C 2: acetonitrile / 24 h / Heating 3: 60 percent / 1. NaHMDS / tetrahydrofuran / 1. -78 deg C, 1h 2. 25 deg C, 20h View Scheme
参考文献
Tetrahedron Letters, , vol. 25, # 25 p. 2701 - 2704
反应条件
1: acetonitrile / 24 h / Heating 2: 60 percent / 1. NaHMDS / tetrahydrofuran / 1. -78 deg C, 1h 2. 25 deg C, 20h View Scheme
参考文献
Tetrahedron Letters, , vol. 25, # 25 p. 2701 - 2704
反应条件
1: LiAlH4 / diethyl ether / 3 h / 25 °C 2: 80 percent / PBr3 / 1 h / 85 °C 3: acetonitrile / 24 h / Heating 4: 60 percent / 1. NaHMDS / tetrahydrofuran / 1. -78 deg C, 1h 2. 25 deg C, 20h View Scheme
参考文献
Tetrahedron Letters, , vol. 25, # 25 p. 2701 - 2704
反应条件
1: 33 percent / TsOH / methanol / 2 h / Heating 2: 75 percent / Py / tetrahydrofuran / 1) -20 deg C, 0.5 h, 2) r.t., 3 h View Scheme
参考文献
Synthesis, , # 11 p. 1039 - 1047
反应条件
1: 89 percent / PPh3, CBr4 / CH2Cl2 / 1.) from 0 deg C to 20 deg C, 1 h, 2) 20 deg C, 14 h 2: 1.) butyllithium, HMPA, 2.) HMPA / 1.) THF, hexane, -20 deg C, 1 h, 2.) RT, 4 h 3: Dowex W-50 (H+ form) / methanol / 16 h 4: H2, 1,2-diaminoethane, P2-Ni / ethanol 5: pyridine View Scheme
参考文献
Collection of Czechoslovak Chemical Communications, , vol. 55, # 9 p. 2270 - 2281
反应条件
1: 1) n-butillithium / 1) diethylether, HMPT, -10 deg C, 0.5 h, 2) ether, room temperature 2: 53 percent Turnov. / lithium salt of 1,3-diaminopropane, 1,3-diaminopropane / 0.17 h / 0 °C 3: pTsOH / 1.5 h 4: 1.) nBuLi / 1.) ether, HMPT, hexane, -10 deg C, 2.) r.t. 5: pTsOH / methanol / 3.5 h / Heating 6: 1) H2/Lindlar / 2) pyridine View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 61, p. 1073 - 1076
