20-羟基二十碳-5Z,8Z,11Z,14Z-四烯酸合成路线 （共 34 条）
反应条件
sodium hydroxide in tetrahydrofuran; water T=23°C; 6 h;
参考文献
Gopal, V. Raj; Jagadeesh; Reddy, Y. Krishna; Bandyopadhyay; Capdevila, Jorge H.; Falck
Tetrahedron Letters, 2004 , vol. 45, # 12 p. 2563 - 2565
反应条件
1.1: Ph3P / CH2Cl2 / 2 h / 0 °C 2.1: n-Bu3SnH; Pd(PPh3)4 / benzene / 14 h / 23 °C 3.1: 9-BBN-H / tetrahydrofuran / 3 h / 23 °C 3.2: 92 percent / Cs2CO3 / Pd(dppf)Cl2; Ph3As / tetrahydrofuran; dimethylformamide; H2O / 6 h / 23 °C 4.1: 94 percent / n-Bu4NF / tetrahydrofuran / 12 h / 23 °C 5.1: 94 percent / NaOH / tetrahydrofuran; H2O / 6 h / 23 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 12 p. 2563 - 2565
反应条件
1.1: Pb(OAc)4 / CH2Cl2 / 0.67 h / -20 °C 2.1: Ph3P / CH2Cl2 / 2 h / 0 °C 3.1: n-Bu3SnH; Pd(PPh3)4 / benzene / 14 h / 23 °C 4.1: 9-BBN-H / tetrahydrofuran / 3 h / 23 °C 4.2: 92 percent / Cs2CO3 / Pd(dppf)Cl2; Ph3As / tetrahydrofuran; dimethylformamide; H2O / 6 h / 23 °C 5.1: 94 percent / n-Bu4NF / tetrahydrofuran / 12 h / 23 °C 6.1: 94 percent / NaOH / tetrahydrofuran; H2O / 6 h / 23 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 12 p. 2563 - 2565
反应条件
1: With lithium hydroxide hydrate in tetrahydrofuran T=20°C; 16 h; Inert atmosphere; 2: With hydrogenchloride in tetrahydrofuran; water pH=2; Inert atmosphere;
参考文献
Proteau-Gagne; St-Jean; Morin; Gendron; Rousseau; Dory
Chemistry of Natural Compounds, 2011 , vol. 46, # 6 p. 841 - 847
反应条件
1: 10 percent perchloric acid / tetrahydrofuran / 24 h / 0 °C 2: lead tetraacetate / CH2Cl2 / 1.) -20 deg C, 15 min, 2.) from -20 to 0 deg C, 15 min 3: hexamethylphosphoric acid triamide / 1.) -78 deg C, 30 min; 2.) from -78 deg C to 0 deg C, 90 min 4: saponification View Scheme
参考文献
Tetrahedron Letters, , vol. 24, # 1 p. 33 - 36
反应条件
1.1: 94 percent / imidazole / 12 h / 23 °C 2.1: 9-BBN-H / tetrahydrofuran / 3 h / 23 °C 2.2: 92 percent / Cs2CO3 / Pd(dppf)Cl2; Ph3As / tetrahydrofuran; dimethylformamide; H2O / 6 h / 23 °C 3.1: 94 percent / n-Bu4NF / tetrahydrofuran / 12 h / 23 °C 4.1: 94 percent / NaOH / tetrahydrofuran; H2O / 6 h / 23 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 12 p. 2563 - 2565
反应条件
1.1: 9-BBN-H / tetrahydrofuran / 3 h / 23 °C 1.2: 92 percent / Cs2CO3 / Pd(dppf)Cl2; Ph3As / tetrahydrofuran; dimethylformamide; H2O / 6 h / 23 °C 2.1: 94 percent / n-Bu4NF / tetrahydrofuran / 12 h / 23 °C 3.1: 94 percent / NaOH / tetrahydrofuran; H2O / 6 h / 23 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 12 p. 2563 - 2565
反应条件
1: 94 percent / n-Bu4NF / tetrahydrofuran / 12 h / 23 °C 2: 94 percent / NaOH / tetrahydrofuran; H2O / 6 h / 23 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 12 p. 2563 - 2565
反应条件
1.1: 9-BBN-H / tetrahydrofuran / 3 h / 23 °C 1.2: 92 percent / Cs2CO3 / Pd(dppf)Cl2; Ph3As / tetrahydrofuran; dimethylformamide; H2O / 6 h / 23 °C 2.1: 94 percent / n-Bu4NF / tetrahydrofuran / 12 h / 23 °C 3.1: 94 percent / NaOH / tetrahydrofuran; H2O / 6 h / 23 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 12 p. 2563 - 2565
反应条件
1.1: n-Bu3SnH; Pd(PPh3)4 / benzene / 14 h / 23 °C 2.1: 9-BBN-H / tetrahydrofuran / 3 h / 23 °C 2.2: 92 percent / Cs2CO3 / Pd(dppf)Cl2; Ph3As / tetrahydrofuran; dimethylformamide; H2O / 6 h / 23 °C 3.1: 94 percent / n-Bu4NF / tetrahydrofuran / 12 h / 23 °C 4.1: 94 percent / NaOH / tetrahydrofuran; H2O / 6 h / 23 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 12 p. 2563 - 2565
