(Z)-4-十一烯-1-醇合成路线 （共 35 条）
反应条件
1: 96 percent / triphenylphosphine, Br2 / CCl4 / 16 h / Ambient temperature 2: 1.) cuprous iodide, 2,2' bipyridyl / 1.) THF, 2 deg C, 10 min, 2.) THF, a) 2 deg C, 2 h, b) RT, 15 h 3: p-toluenesulfonic acid / methanol; H2O / 15 h / 20 °C 4: 94 percent / pyridinium chlorochromate / CH2Cl2 / 1.5 h / Ambient temperature View Scheme
参考文献
Odinokov, V. N.; Galeeva, R. I.; Ishmuratov, G. Yu.; Kargapol'tseva, T. A.; Sokol'skaya, O. V.; et al.
Journal of Organic Chemistry USSR (English Translation), 1990 , vol. 26, # 11 p. 1986 - 1989
Zhurnal Organicheskoi Khimii, 1990 , vol. 26, # 11 p. 2299 - 2303
反应条件
1: 54 percent / PCC / CH2Cl2 / 4 h / 25 °C 2: HMPT / hexane; tetrahydrofuran / -65 °C View Scheme
参考文献
Davis; Carlson
Synthesis, 1989 , # 12 p. 936 - 938
反应条件
1: triethylamine / CH2Cl2 / 1) 0 deg C, 0.5 h, 2) RT, 6 h 2: LiBr / acetone / 5 h / Ambient temperature 3: 73 percent / dimethylsulfoxide / Ambient temperature 4: KOH / ethane-1,2-diol / 6 h / Heating View Scheme
参考文献
Kelkar, S. V.; Reddy, G. Bhaskar; Kulkarni, G. H.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1989 , vol. 28, # 1-11 p. 980 - 981
反应条件
hydrogen; Lindlar's catalyst in quinoline; hexane
参考文献
Sabharwal; Sharma; Vig
Journal of the Indian Chemical Society, 1989 , vol. 66, # 6 p. 411 - 412
反应条件
diisobutylaluminium hydride in diethyl ether; toluene
T=-10°C; 1.5 h;
参考文献
Odinokov, V. N.; Galeeva, R. I.; Ishmuratov, G. Yu.; Kargapol'tseva, T. A.; Sokol'skaya, O. V.; et al.
Journal of Organic Chemistry USSR (English Translation), 1990 , vol. 26, # 11 p. 1986 - 1989
Zhurnal Organicheskoi Khimii, 1990 , vol. 26, # 11 p. 2299 - 2303
反应条件
1.1: SOCl2; pyridine
1.2: NaNH2; NH3
2.1: TsOH / CH2Cl2
3.1: BuLi / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / -78 - 20 °C
4.1: 1.20 g / TsOH*H2O / methanol / 1 h / 20 °C
5.1: 58 percent / H2; quinoline / Pd/BaSO4 / methanol / 48 h / 20 °C / 760.05 Torr
View Scheme
参考文献
Miura; Okajima; Hondo; Nakagawa; Takahashi; Hosomi
Journal of the American Chemical Society, 2000 , vol. 122, # 46 p. 11348 - 11357
反应条件
1: BuLi / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / -78 - 20 °C
2: 1.20 g / TsOH*H2O / methanol / 1 h / 20 °C
3: 58 percent / H2; quinoline / Pd/BaSO4 / methanol / 48 h / 20 °C / 760.05 Torr
View Scheme
参考文献
Miura; Okajima; Hondo; Nakagawa; Takahashi; Hosomi
Journal of the American Chemical Society, 2000 , vol. 122, # 46 p. 11348 - 11357
反应条件
1: TsOH / CH2Cl2
2: BuLi / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / -78 - 20 °C
3: 1.20 g / TsOH*H2O / methanol / 1 h / 20 °C
4: 58 percent / H2; quinoline / Pd/BaSO4 / methanol / 48 h / 20 °C / 760.05 Torr
View Scheme
参考文献
Miura; Okajima; Hondo; Nakagawa; Takahashi; Hosomi
Journal of the American Chemical Society, 2000 , vol. 122, # 46 p. 11348 - 11357
反应条件
1: 1.20 g / TsOH*H2O / methanol / 1 h / 20 °C
2: 58 percent / H2; quinoline / Pd/BaSO4 / methanol / 48 h / 20 °C / 760.05 Torr
View Scheme
参考文献
Miura; Okajima; Hondo; Nakagawa; Takahashi; Hosomi
Journal of the American Chemical Society, 2000 , vol. 122, # 46 p. 11348 - 11357
反应条件
tetrabutyl ammonium fluoride in tetrahydrofuran
T=0 - 20°C;
参考文献
Kumar, Jayprakash Narayan; Das, Biswanath
Tetrahedron Letters, 2013 , vol. 54, # 29 p. 3865 - 3867
