反式-9-十二碳烯-1-醇合成路线 （共 33 条）
反应条件
lithium aluminium tetrahydride in diethylene glycol dimethyl ether T=120 - 125°C; 22 h;
参考文献
Kamezawa, Makoto; Tachibana, Hojun; Ohtani, Takehiko; Naoshima, Yoshinobu
Bioscience, Biotechnology, and Biochemistry, 1993 , vol. 57, # 11 p. 1962 - 1963
反应条件
pyridinium p-toluenesulfonate in methanol 4 h;
参考文献
Vig, O. P.; Sharma, M. L.; Verma, N. K.; Malik, Neera
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 8 p. 692 - 694
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide; dilithium tetrachlorocuprate in tetrahydrofuran T=-70 - 0°C; 1 h;
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
C32H43N3O4Ru in tetrahydrofuran 4 h; Inert atmosphere; Overall yield = 40 percent; Overall yield = 0.27 g; diastereoselective reaction;
参考文献
GRUBBS, ROBERT H.; HERBERT, MYLES B.; WICKENS, ZACHARY K.; MARX, VANESSA M.
Patent: US2013/231499 A1, 2013 ;
Location in patent: Paragraph 0183; 0184 ;
反应条件
lithium aluminium tetrahydride in diethyl ether
参考文献
Singh, Krishna Nand; Singh, Manorama; Misra, Ram Achal
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1993 , vol. 32, # 4 p. 431 - 434
反应条件
1: 1) Li, FeCl3, NH3 / 1) -35 deg C, 1 h, 2) THP, DMSO, -40 deg C, 2 h 2: 2.9 g / TsOH / methanol; H2O / 20 h 3: LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 36 h / 140 °C View Scheme
参考文献
Kamezawa, Makoto; Tachibana, Hojun; Ohtani, Takehiko; Naoshima, Yoshinobu
Bioscience, Biotechnology, and Biochemistry, 1993 , vol. 57, # 11 p. 1962 - 1963
反应条件
1: 2.9 g / TsOH / methanol; H2O / 20 h 2: LiAlH4 / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 36 h / 140 °C View Scheme
参考文献
Kamezawa, Makoto; Tachibana, Hojun; Ohtani, Takehiko; Naoshima, Yoshinobu
Bioscience, Biotechnology, and Biochemistry, 1993 , vol. 57, # 11 p. 1962 - 1963
反应条件
1: 87 percent / ethylenediamine 2: 74 percent / n-BuLi, DMPU / tetrahydrofuran; hexane / 1.) 0 deg C, 2 h, 2.) room temperature, overnight 3: 99 percent / p-TsOH / methanol / 4 h / 60 - 65 °C 4: 84.8 percent / LiAlH4 / bis-(2-methoxy-ethyl) ether / 22 h / 120 - 125 °C View Scheme
参考文献
Canevet; Roeder; Vostrowsky; Bestmann
Chemische Berichte, 1980 , vol. 113, # 3 p. 1115 - 1120
反应条件
Dowex W-50(H(1+)) in methanol 6 h; Yield given;
参考文献
Koerblova, Eva; Romanuk, Miroslav
Collection of Czechoslovak Chemical Communications, 1985 , vol. 50, # 10 p. 2284 - 2288
反应条件
1: 91 percent / p-toluenesulfonic acid / diethyl ether / 4 h / 0 - 5 °C 2: 1. lithium amide / 1. THF, liquid ammonia, 1 h; 2. 3 h 3: 93 percent / Na / liquid ammonia; diethyl ether / 7 h 4: Dowex W-50(H(1+)) / methanol / 6 h View Scheme
参考文献
Koerblova, Eva; Romanuk, Miroslav
Collection of Czechoslovak Chemical Communications, 1985 , vol. 50, # 10 p. 2284 - 2288
