(E)-11-十四碳烯醛合成路线 （共 22 条）
反应条件
dimethylsulfide; chlorine; triethylamine in dichloromethane T=-78°C; 0.25 h;
参考文献
Brown, Herbert C.; Lee, Hsiupu D.; Kulkarni, Surendra U.
Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5282 - 5286
反应条件
triethylamine in dichloromethane; dimethyl sulfoxide
参考文献
Phillips Petroleum Company
Patent: US4740627 A1, 1988 ;
反应条件
1: 1.) activated Mg; 2.) Li2CuCl4 / 1.)THF, N2 2.) THF, -10 deg C, 5.5 h 2: 52 percent / PTS / methanol / 6 h / 55 °C 3: 60 percent / PCC / CH2Cl2 / 2 h View Scheme
参考文献
Moiseenkov, Alexander M.; Czeskis, Boris A.; Ivanova, Natalya M.; Nefedov, Oleg M.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , p. 2639 - 2649
反应条件
1: 1.) ThxBHCl*Me2S, 2.) KIPBH, 3.) NaOMe, 4.) AcOH 2: 85 percent / 20percent aq. NaOH / aq. ethanol / 0.5 h / Ambient temperature 3: 97 percent / chlorine, dimethyl sulfide, triethylamine / CH2Cl2 / 0.25 h / -78 °C View Scheme
参考文献
Brown, Herbert C.; Lee, Hsiupu D.; Kulkarni, Surendra U.
Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5282 - 5286
反应条件
1: 85 percent / 20percent aq. NaOH / aq. ethanol / 0.5 h / Ambient temperature 2: 97 percent / chlorine, dimethyl sulfide, triethylamine / CH2Cl2 / 0.25 h / -78 °C View Scheme
参考文献
Brown, Herbert C.; Lee, Hsiupu D.; Kulkarni, Surendra U.
Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5282 - 5286
反应条件
1: 1.) BBN, 2.) H2O2, NaOAc / 1.) THF, 10 deg C, 2 h, 2.) THF, H2O, 25 deg C, 2 h 2: 76 percent / PCC / CH2Cl2 / 20 °C View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Vakhidov, R. R.; Berg, A. A.; Muslukhov, R. R.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1992 , vol. 28, # 2 p. 237 - 240
Khimiya Prirodnykh Soedinenii, 1992 , # 2 p. 272 - 276
反应条件
1: 1.) Mg / 1.) THF, 2.) THF, -15 deg C, 1 h, 20 deg C, 12 h 2: 93 percent / DMAP / pyridine / 48 h 3: 85 percent / CuI / tetrahydrofuran / 2 h / -10 °C 4: 1.) BBN, 2.) H2O2, NaOAc / 1.) THF, 10 deg C, 2 h, 2.) THF, H2O, 25 deg C, 2 h 5: 76 percent / PCC / CH2Cl2 / 20 °C View Scheme
参考文献
Ishmuratov; Yakovleva; Kharisov; Muslukhov; Tolstikov
Russian Chemical Bulletin, 1997 , vol. 46, # 5 p. 1035 - 1037
反应条件
1: 85 percent / PCC / CH2Cl2 / 2 h / -20 °C 2: 1.) Mg / 1.) THF, 2.) THF, -15 deg C, 1 h, 20 deg C, 12 h 3: 93 percent / DMAP / pyridine / 48 h 4: 85 percent / CuI / tetrahydrofuran / 2 h / -10 °C 5: 1.) BBN, 2.) H2O2, NaOAc / 1.) THF, 10 deg C, 2 h, 2.) THF, H2O, 25 deg C, 2 h 6: 76 percent / PCC / CH2Cl2 / 20 °C View Scheme
参考文献
Ishmuratov; Yakovleva; Kharisov; Muslukhov; Tolstikov
Russian Chemical Bulletin, 1997 , vol. 46, # 5 p. 1035 - 1037
反应条件
1: 93 percent / DMAP / pyridine / 48 h 2: 85 percent / CuI / tetrahydrofuran / 2 h / -10 °C 3: 1.) BBN, 2.) H2O2, NaOAc / 1.) THF, 10 deg C, 2 h, 2.) THF, H2O, 25 deg C, 2 h 4: 76 percent / PCC / CH2Cl2 / 20 °C View Scheme
参考文献
Ishmuratov; Yakovleva; Kharisov; Muslukhov; Tolstikov
Russian Chemical Bulletin, 1997 , vol. 46, # 5 p. 1035 - 1037
反应条件
1: 85 percent / CuI / tetrahydrofuran / 2 h / -10 °C 2: 1.) BBN, 2.) H2O2, NaOAc / 1.) THF, 10 deg C, 2 h, 2.) THF, H2O, 25 deg C, 2 h 3: 76 percent / PCC / CH2Cl2 / 20 °C View Scheme
参考文献
Ishmuratov; Yakovleva; Kharisov; Muslukhov; Tolstikov
Russian Chemical Bulletin, 1997 , vol. 46, # 5 p. 1035 - 1037
