(Z)-十二碳-5-烯醇合成路线 （共 25 条）
反应条件
1: N-heptyl-triphenylphosphonium bromide With potassium hexamethylsilazane in tetrahydrofuran; toluene
T=0°C; 1.08333 h; Inert atmosphere;
2: tetrahydropyranyl alcohol in tetrahydrofuran; toluene
T=-78 - 20°C; Wittig reaction; Inert atmosphere; stereoselective reaction;
参考文献
Ragoussis, Valentine; Perdikaris, Stamatis; Karamolegkos, Antonis; Magkiosi, Konstantina
Journal of Agricultural and Food Chemistry, 2008 , vol. 56, # 24 p. 11929 - 11932
反应条件
naphthalene; lithium in tetrahydrofuran
T=-25°C; 1 h; Inert atmosphere;
参考文献
Kumaraswamy, Gullapalli; Jayaprakash, Neerasa
Tetrahedron Letters, 2010 , vol. 51, # 50 p. 6500 - 6502
反应条件
1.1: SOCl2; pyridine
1.2: NaNH3; NH3
2.1: TsOH / CH2Cl2
3.1: BuLi / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C
4.1: TsOH*H2O / methanol / 20 °C
5.1: H2; quinoline / Pd/BaSO4 / methanol / 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 / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C
2: TsOH*H2O / methanol / 20 °C
3: H2; quinoline / Pd/BaSO4 / methanol / 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 / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C
3: TsOH*H2O / methanol / 20 °C
4: H2; quinoline / Pd/BaSO4 / methanol / 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*H2O / methanol / 20 °C
2: H2; quinoline / Pd/BaSO4 / methanol / 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
lithium aluminium tetrahydride in diethyl ether
参考文献
Bestmann; Koschatzky; Schaetzke; et al.
1981 , vol. No. 9, p. 1705 - 1720
反应条件
potassium tert-butylate in tetrahydrofuran
参考文献
Verduyn, R.; Lagas, R. M.; Dreef, C. E.; Marel, G. A. van der; Boom, J. H. van
Recueil des Travaux Chimiques des Pays-Bas, 1992 , vol. 111, # 7/8 p. 367 - 368
反应条件
methanol; toluene-4-sulfonic acid
T=20°C; 2 h;
参考文献
Dharmawan, Jorry; Kasapis, Stefan; Sriramula, Praveena; Lear, Martin J.; Curran, Philip
Journal of Agricultural and Food Chemistry, 2009 , vol. 57, # 1 p. 239 - 244
反应条件
1: 1.) sodiobis(trimethylsilyl)amide / 1.) THF, 50-55 deg C, 2.) -78 deg C; 20 deg C
2: 95 percent / HCl / H2O; acetone / 20 °C
3: 87 percent / LiAlH4 / diethyl ether / 20 °C
View Scheme
参考文献
Kovalev, B. G.; Dzhumakulov, T.; Abduvakhabov, A. A.; Sadykov, A. S.
Doklady Chemistry, 1987 , vol. 297, # 12 p. 544 - 548
Dokl. Akad. Nauk SSSR Ser. Khim., 1987 , vol. 297, # 6 p. 1381 - 1386
