(S)-4,5-异亚丙基-2-戊醇合成路线 (共 17 条)
反应条件
diisobutylaluminium hydride in dichloromethane
T=0°C; 4 h;
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
diisobutylaluminium hydride in tetrahydrofuran; toluene
T=-20°C; 3 h; Title compound not separated from byproducts;
参考文献
Schomaker, Jennifer M.; Pulgam, Veera Reddy; Borhan, Babak
Journal of the American Chemical Society, 2004 , vol. 126, # 42 p. 13600 - 13601
反应条件
1: K2CO3
2: 70 percent / DIBAH / CH2Cl2 / -78 °C
View Scheme
参考文献
Taber, Douglass F.; Storck, Pierre H.
Journal of Organic Chemistry, 2003 , vol. 68, # 20 p. 7768 - 7771
反应条件
1: With potassium carbonate in water; isopropyl alcohol
T=0 - 20°C; Horner-Wadsworth-Emmons olefination; Inert atmosphere;
2: With 1-bromo-butane; lithium aluminium tetrahydride in tetrahydrofuran
T=-78 - 20°C; Inert atmosphere; diastereoselective reaction;
参考文献
Liu, Zheng; Gong, Yaqiong; Byun, Hoe-Sup; Bittman, Robert
New Journal of Chemistry, 2010 , vol. 34, # 3 p. 470 - 475
反应条件
1.1: NaIO4 / H2O
1.2: K2CO3
2.1: 95 percent / DIBAL-H / tetrahydrofuran
View Scheme
参考文献
Pichlmair, Stefan; de Lera Ruiz, Manuel; Basu, Kallol; Paquette, Leo A.
Tetrahedron, 2006 , vol. 62, # 22 p. 5178 - 5194
反应条件
1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 - 20 °C
2: methanol; (S,S)-[CuCl(C10H6N3(phenyl)2C6H2(CH3)2C(CH3)3)]; sodium t-butanolate / diethyl ether / 16 h / -55 °C
3: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; diethyl ether; water / 1 h / -55 - 20 °C
View Scheme
参考文献
Park, Jin Kyoon; McQuade, D. Tyler
Angewandte Chemie - International Edition, 2012 , vol. 51, # 11 p. 2717 - 2721
反应条件
triethylamine in dichloromethane
T=20°C; 1 h;
参考文献
Sugisaki, Claudia H.; Ruland, Yvan; Baltas, Michel
European Journal of Organic Chemistry, 2003 , # 4 p. 672 - 688