8(R,S)-羟基-11(S),12(S)-环氧二十碳-5Z,9E,14Z-三烯酸合成路线 （共 10 条）
反应条件
sodium tetrahydroborate in methanol
T=-40°C; 10 h;
参考文献
Corey, E. J.; Su, Wei-guo
Tetrahedron Letters, 1984 , vol. 25, # 45 p. 5119 - 5122
反应条件
1: 76 percent / Jones reagent / 0 °C
2: 1.) C2H5MgBr; 2.) CuBr / 1.) THF, 0 deg C; 2.) 0 deg C for 15 min, reflux for 8 h.
4: 89 percent / m-chloroperbenzoic acid / CH2Cl2 / 4 h / 23 °C
5: 99 percent / H2 / Lindlar / tetrahydrofuran / 0.75 h / 23 °C
6: 99 percent / potassium bromide / tetrahydrofuran; aq. acetic acid / 10 h / 0 °C
7: 92 percent / Jones reagens / 1.5 h / 23 °C
8: CHCl3 / 3 h / Heating
9: 1.) 1N aq.NaOH / 1.) chloroform, 23 grad C, 3 min; 2). benzene, 23 grad C, 10 h.
10: NaBH4 / methanol / 0.17 h / -40 °C
View Scheme
参考文献
Corey, E. J.; Su, Wei-guo
Tetrahedron Letters, 1984 , vol. 25, # 45 p. 5119 - 5122
反应条件
1: 1.) C2H5MgBr; 2.) CuBr / 1.) THF, 0 deg C; 2.) 0 deg C for 15 min, reflux for 8 h.
3: 89 percent / m-chloroperbenzoic acid / CH2Cl2 / 4 h / 23 °C
4: 99 percent / H2 / Lindlar / tetrahydrofuran / 0.75 h / 23 °C
5: 99 percent / potassium bromide / tetrahydrofuran; aq. acetic acid / 10 h / 0 °C
6: 92 percent / Jones reagens / 1.5 h / 23 °C
7: CHCl3 / 3 h / Heating
8: 1.) 1N aq.NaOH / 1.) chloroform, 23 grad C, 3 min; 2). benzene, 23 grad C, 10 h.
9: NaBH4 / methanol / 0.17 h / -40 °C
View Scheme
参考文献
Corey, E. J.; Su, Wei-guo
Tetrahedron Letters, 1984 , vol. 25, # 45 p. 5119 - 5122
反应条件
2: 89 percent / m-chloroperbenzoic acid / CH2Cl2 / 4 h / 23 °C
3: 99 percent / H2 / Lindlar / tetrahydrofuran / 0.75 h / 23 °C
4: 99 percent / potassium bromide / tetrahydrofuran; aq. acetic acid / 10 h / 0 °C
5: 92 percent / Jones reagens / 1.5 h / 23 °C
6: CHCl3 / 3 h / Heating
7: 1.) 1N aq.NaOH / 1.) chloroform, 23 grad C, 3 min; 2). benzene, 23 grad C, 10 h.
8: NaBH4 / methanol / 0.17 h / -40 °C
View Scheme
参考文献
Corey, E. J.; Su, Wei-guo
Tetrahedron Letters, 1984 , vol. 25, # 45 p. 5119 - 5122
反应条件
1: 89 percent / m-chloroperbenzoic acid / CH2Cl2 / 4 h / 23 °C
2: 99 percent / H2 / Lindlar / tetrahydrofuran / 0.75 h / 23 °C
3: 99 percent / potassium bromide / tetrahydrofuran; aq. acetic acid / 10 h / 0 °C
4: 92 percent / Jones reagens / 1.5 h / 23 °C
5: CHCl3 / 3 h / Heating
6: 1.) 1N aq.NaOH / 1.) chloroform, 23 grad C, 3 min; 2). benzene, 23 grad C, 10 h.
7: NaBH4 / methanol / 0.17 h / -40 °C
View Scheme
参考文献
Corey, E. J.; Su, Wei-guo
Tetrahedron Letters, 1984 , vol. 25, # 45 p. 5119 - 5122
反应条件
1: 99 percent / H2 / Lindlar / tetrahydrofuran / 0.75 h / 23 °C
2: 99 percent / potassium bromide / tetrahydrofuran; aq. acetic acid / 10 h / 0 °C
3: 92 percent / Jones reagens / 1.5 h / 23 °C
4: CHCl3 / 3 h / Heating
5: 1.) 1N aq.NaOH / 1.) chloroform, 23 grad C, 3 min; 2). benzene, 23 grad C, 10 h.
6: NaBH4 / methanol / 0.17 h / -40 °C
View Scheme
参考文献
Corey, E. J.; Su, Wei-guo
Tetrahedron Letters, 1984 , vol. 25, # 45 p. 5119 - 5122
反应条件
1: 92 percent / Jones reagens / 1.5 h / 23 °C
2: CHCl3 / 3 h / Heating
3: 1.) 1N aq.NaOH / 1.) chloroform, 23 grad C, 3 min; 2). benzene, 23 grad C, 10 h.
4: NaBH4 / methanol / 0.17 h / -40 °C
View Scheme
参考文献
Corey, E. J.; Su, Wei-guo
Tetrahedron Letters, 1984 , vol. 25, # 45 p. 5119 - 5122
反应条件
1: CHCl3 / 3 h / Heating
2: 1.) 1N aq.NaOH / 1.) chloroform, 23 grad C, 3 min; 2). benzene, 23 grad C, 10 h.
3: NaBH4 / methanol / 0.17 h / -40 °C
View Scheme
参考文献
Corey, E. J.; Su, Wei-guo
Tetrahedron Letters, 1984 , vol. 25, # 45 p. 5119 - 5122
反应条件
1: 99 percent / potassium bromide / tetrahydrofuran; aq. acetic acid / 10 h / 0 °C
2: 92 percent / Jones reagens / 1.5 h / 23 °C
3: CHCl3 / 3 h / Heating
4: 1.) 1N aq.NaOH / 1.) chloroform, 23 grad C, 3 min; 2). benzene, 23 grad C, 10 h.
5: NaBH4 / methanol / 0.17 h / -40 °C
View Scheme
参考文献
Corey, E. J.; Su, Wei-guo
Tetrahedron Letters, 1984 , vol. 25, # 45 p. 5119 - 5122
反应条件
1: 1.) 1N aq.NaOH / 1.) chloroform, 23 grad C, 3 min; 2). benzene, 23 grad C, 10 h.
2: NaBH4 / methanol / 0.17 h / -40 °C
View Scheme
参考文献
Corey, E. J.; Su, Wei-guo
Tetrahedron Letters, 1984 , vol. 25, # 45 p. 5119 - 5122
