(Z)-十八碳-9-烯醛合成路线 （共 11 条）
反应条件
1: MgSO4 / CH2Cl2 / 0 - 20 °C 2: NaBH4 / CH2Cl2; methanol / 4 h / 20 °C View Scheme
参考文献
Singh, Rajkumar Sunil; Mukherjee, Koushik; Banerjee, Rajkumar; Chaudhuri, Arabinda; Hait, Samik Kumar; Moulik, Satya Priya; Ramadas, Yerramsetti; Vijayalakshmi, Amash; Rao, Nalam Madhusudhana
Chemistry - A European Journal, 2002 , vol. 8, # 4 p. 900 - 909
反应条件
1: 87.5 percent / p-toluenesulfonic acid / benzene / 20 h / Heating 2: 1.) 9-BBN / 1.) THF, 25 deg C, 3 h, 2.) methanol, reflux, 2 h 3: 1.) 9-BBN, 2.) lithium diisopropylamide, 3.) NaOH, H2O2 4: diethyl ether 5: 70 percent / LAH / diethyl ether / 5 h 6: 91 percent / pyridinium chlorochromate / CH2Cl2 / 1 h 7: 85 percent / diethyl ether / 5 h / Heating 8: 96 percent / pyridine / 24 h / Heating 9: 95 percent / LAH / diethyl ether View Scheme
参考文献
Ballini, Roberto; Petrini, Marino; Rosini, Goffredo
Journal of Organic Chemistry, 1990 , vol. 55, # 17 p. 5159 - 5161
反应条件
2: 37 percent / aqueous - methanolic potassium hydroxyde View Scheme
参考文献
Doleschall, Gabor
Tetrahedron Letters, 1980 , vol. 21, p. 4183 - 4186
反应条件
1: 87.5 percent / p-toluenesulfonic acid / benzene / 20 h / Heating 2: 1.) 9-BBN / 1.) THF, 25 deg C, 3 h, 2.) methanol, reflux, 2 h 3: 1.) 9-BBN, 2.) lithium diisopropylamide, 3.) NaOH, H2O2 4: diethyl ether 5: 70 percent / LAH / diethyl ether / 5 h View Scheme
参考文献
Dhillon, Ranjit S.; Singh, Rupinder P.; Singh, Jasvinder
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 8 p. 718 - 721
反应条件
1: 87.5 percent / p-toluenesulfonic acid / benzene / 20 h / Heating 2: 1.) 9-BBN / 1.) THF, 25 deg C, 3 h, 2.) methanol, reflux, 2 h 3: 1.) 9-BBN, 2.) lithium diisopropylamide, 3.) NaOH, H2O2 View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 34, # 8 p. 718 - 721
反应条件
5-sulfo salicylic acid Heating;
参考文献
Marx, Michael H.; Wiley, Robert A.; Satchell, D. G.; Maguire, M. Helen
Journal of Medicinal Chemistry, 1989 , vol. 32, # 6 p. 1319 - 1322
反应条件
sodium cyanide; pyridinium chlorochromate in tetrahydrofuran T=45°C;
参考文献
Synthetic Communications, , vol. 18, # 5 p. 545 - 552
反应条件
1: PTSA / benzene / Heating 2: LiBH4 / diethyl ether View Scheme
参考文献
Gududuru, Veeresa; Zeng, Kui; Tsukahara, Ryoko; Makarova, Natalia; Fujiwara, Yuko; Pigg, Kathryn R.; Baker, Daniel L.; Tigyi, Gabor; Miller, Duane D.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 2 p. 451 - 456
反应条件
1: 87.5 percent / p-toluenesulfonic acid / benzene / 20 h / Heating
2: 1.) 9-BBN / 1.) THF, 25 deg C, 3 h, 2.) methanol, reflux, 2 h
3: 1.) 9-BBN, 2.) lithium diisopropylamide, 3.) NaOH, H2O2
4: diethyl ether
View Scheme
参考文献
Dhillon, Ranjit S.; Singh, Rupinder P.; Singh, Jasvinder
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 8 p. 718 - 721
反应条件
2: 1.) NaBH4 2.) H3O(1+), CH2O
View Scheme
参考文献
Doleschall, Gabor
Tetrahedron Letters, 1980 , vol. 21, p. 4183 - 4186
