(S)-4,5-异亚丙基-2-戊醇合成路线 (共 17 条)
反应条件
1: Ti(O-i-Pr)4, (-)-DET, TBHP / CH2Cl2 / 15 h / -20 °C 2: 0.5 N NaOH / H2O; 2-methyl-propan-2-ol / 15 h / 70 °C 3: Dowex 50X8-200 resin / H2O / 3 h / 25 °C View Scheme
参考文献
Katsuki, T.; Lee, A. W. M.; Ma, P.; Martin, V. S.; Masamune, S.; et al.
Journal of Organic Chemistry, 1982 , vol. 47, # 7 p. 1373 - 1378
反应条件
1: Ti(O-i-Pr)4, (+)-DET, TBHP / CH2Cl2 / 15 h / -20 °C 2: 0.5 N NaOH / H2O; 2-methyl-propan-2-ol / 15 h / 70 °C 3: Dowex 50X8-200 resin / H2O / 3 h / 25 °C View Scheme
参考文献
Katsuki, T.; Lee, A. W. M.; Ma, P.; Martin, V. S.; Masamune, S.; et al.
Journal of Organic Chemistry, 1982 , vol. 47, # 7 p. 1373 - 1378
反应条件
N-bromosuccinmide; triphenylphosphine in dichloromethane T=0 - 20°C;
参考文献
Ellwood, Adam R.; Mortimer, Anne J. Price; Goodman, Jonathan M.; Porter, Michael J.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 43 p. 7530 - 7539
反应条件
1: Ti(O-i-Pr)4, (+)-DET, TBHP / CH2Cl2 / 15 h / -20 °C 2: 0.5 N NaOH / H2O; 2-methyl-propan-2-ol / 15 h / 70 °C 3: Dowex 50X8-200 resin / H2O / 3 h / 25 °C View Scheme
参考文献
Katsuki, T.; Lee, A. W. M.; Ma, P.; Martin, V. S.; Masamune, S.; et al.
Journal of Organic Chemistry, 1982 , vol. 47, # 7 p. 1373 - 1378
反应条件
1: 99 percent / Et3N / CH2Cl2 / 1 h / 20 °C 2: 84 percent / HCl / H2O; acetonitrile / 2.75 h View Scheme
参考文献
Sugisaki, Claudia H.; Ruland, Yvan; Baltas, Michel
European Journal of Organic Chemistry, 2003 , # 4 p. 672 - 688
反应条件
1: N-methylmorpholine N-oxide monohydrate, OsO4 / H2O; acetone; 2-methyl-propan-2-ol / Ambient temperature 2: 5 percent conc HCl / methanol / Ambient temperature View Scheme
参考文献
Cha, J. K.; Christ, W. J.; Kishi, Y.
Tetrahedron, 1984 , vol. 40, # 12 p. 2247 - 2256
反应条件
diisobutylaluminium hydride in hexane; dichloromethane
T=-78°C; 2.5 h; Inert atmosphere;
参考文献
Spangenberg, Thomas; Schoenfelder, Angele; Breit, Bernhard; Mann, Andre
European Journal of Organic Chemistry, 2010 , # 31 p. 6005 - 6018
反应条件
diisobutylaluminium hydride in diethyl ether; hexane
0.25 h;
参考文献
Aar, Marcel P. M. van; Thijs, Lambertus; Zwanenburg, Binne
Tetrahedron, 1995 , vol. 51, # 35 p. 9699 - 9712
反应条件
diisobutylaluminium hydride in dichloromethane
T=0°C; 4 h;
参考文献
Katsuki, T.; Lee, A. W. M.; Ma, P.; Martin, V. S.; Masamune, S.; et al.
Journal of Organic Chemistry, 1982 , vol. 47, # 7 p. 1373 - 1378
反应条件
2: 87 percent / DIBAL
View Scheme
参考文献
Urones, Julio G.; Marcos, Isidro S.; Garrido, Narciso M.; Basabe; Bastida, Angel J.; San Feliciano, Sonia G.; Diez, David; Goodman, Jonathan M.
Synlett, 1998 , # 12 p. 1361 - 1363