(S)-1-辛炔-3-醇合成路线 （共 46 条）
反应条件
1: 91 percent / piperidine / Pd(PPh3)4; CuI / benzene / 3 h / 20 °C 2: 87 percent / Na[AlH2(OCH2CH2OCH3)2] / tetrahydrofuran; toluene / 2 h / -10 °C View Scheme
参考文献
Uwai, Koji; Oshima, Yoshiteru; Sugihara, Takumichi; Ohta, Tomihisa
Tetrahedron, 1999 , vol. 55, # 31 p. 9469 - 9480
反应条件
1: 96 percent / imidazole / dimethylformamide 2: 1.) (n-Bu)3SnH, 2.) iodine / 1.) azobisisobutyronitrile, 130 deg C, 3 h, 2.) ether, 0 deg C, 1 h 3: 1.) BuLi, CuC5H11 4: 95 percent / sulphuric acid, H2O 5: 98 percent / peracetic acid / -78 °C View Scheme
参考文献
Davies, John; Roberts, Stanley M.; Reynolds, Derek P.; Newton, Roger F.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 1317 - 1320
反应条件
1: 96 percent / imidazole / dimethylformamide 2: 1.) (n-Bu)3SnH, 2.) iodine / 1.) azobisisobutyronitrile, 130 deg C, 3 h, 2.) ether, 0 deg C, 1 h 3: 1.) BuLi, CuC5H11 4: 95 percent / sulphuric acid, H2O 5: 98 percent / peracetic acid / -78 °C View Scheme
参考文献
Davies, John; Roberts, Stanley M.; Reynolds, Derek P.; Newton, Roger F.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 1317 - 1320
反应条件
1: 96 percent / imidazole / dimethylformamide 2: 1.) (n-Bu)3SnH, 2.) iodine / 1.) azobisisobutyronitrile, 130 deg C, 3 h, 2.) ether, 0 deg C, 1 h 3: 1.) BuLi, CuC5H11 4: 95 percent / sulphuric acid, H2O 5: acetonitrile; H2O / Irradiation View Scheme
参考文献
Davies, John; Roberts, Stanley M.; Reynolds, Derek P.; Newton, Roger F.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 1317 - 1320
反应条件
1: (i) (iBu)3Al, DIBAH, heptane, (ii) I2, THF 2: aq. HCl 3: (i) Li, Et2O, (ii) (nBu)3P*CuI, (iii) /BRN= 1435951/ View Scheme
参考文献
Sih; Salomon; Price; Sood; Peruzzotti
Journal of the American Chemical Society, 1975 , vol. 97, # 4 p. 857 - 865
反应条件
1: imidazole / dimethylformamide / 24 h / 20 °C
3: aq. AcOH / tetrahydrofuran / 3 h / 20 °C
4: 94 percent / diisopropyl carbodiimide; DMAP / CH2Cl2 / 3 h / 20 °C
5: 73 percent / [Mo{N(tBu)(3,5-Me2C6H3}3] / CH2Cl2; toluene / 16 h / 80 °C
6: 86 percent / H2 / Lindlar catalyst; quinoline / hexane / 2 h / 20 °C / 760 Torr
7: 88 percent / aq. HF / acetonitrile / 1 h / 20 °C
View Scheme
参考文献
Fuerstner, Alois; Grela, Karol
Angewandte Chemie - International Edition, 2000 , vol. 39, # 7 p. 1234 - 1236
