1-苯基-3-丁烯-1-醇合成路线 (共 285 条)
反应条件
Candida antarctica lipase B; (η5-C5Ph5)Ru(CO)2Cl; potassium tert-butylate; sodium carbonate in tetrahydrofuran; toluene
T=70°C; 12 h; Schlenk techniqueInert atmosphereResolution of racemateEnzymatic reaction; TemperatureTimeReagent/catalyst; enantioselective reaction;
参考文献
Warner, Madeleine C.; Shevchenko, Grigory A.; Jouda, Suzan; Bogar, Krisztian; Baeckvall, Jan-E.
Chemistry - A European Journal, 2013 , vol. 19, # 41 p. 13859 - 13864
反应条件
Pseudomonas cepacia Amano PS lipase in 2,2,4-trimethylpentane
T=30°C; 48 h; Title compound not separated from byproducts;
参考文献
Kawasaki, Masashi; Kakuda, Hiroko; Goto, Michimasa; Kawabata, Shigeki; Kometani, Tadashi
Tetrahedron Asymmetry, 2003 , vol. 14, # 11 p. 1529 - 1534
反应条件
Birman's catalyst; sodium sulfate; N-ethyl-N,N-diisopropylamine in chloroform
T=0°C; 24 h; Inert atmosphere; optical yield given as percent ee;
参考文献
Klauck, Maggie I.; Patel, Sachin G.; Wiskur, Sheryl L.
Journal of Organic Chemistry, 2012 , vol. 77, # 7 p. 3570 - 3575
反应条件
molecular sieve; lipase B from Candida antarctica in 1,4-dioxane
T=30°C; 163 h; Title compound not separated from byproducts;
参考文献
Machado, Luciana L.; Lemos, Telma L.G.; de Mattos, Marcos Carlos; de Oliveira, Maria da Conceicao F.; de Gonzalo, Gonzalo; Gotor-Fernandez, Vicente; Gotor, Vicente
Tetrahedron Asymmetry, 2008 , vol. 19, # 12 p. 1418 - 1423
反应条件
novozyme 435 in toluene
T=60°C; 6 h; microwave irradiation;
参考文献
Bachu, Prabhakar; Gibson, Jennifer S.; Sperry, Jonathan; Brimble, Margaret A.
Tetrahedron Asymmetry, 2007 , vol. 18, # 13 p. 1618 - 1624
反应条件
amino lipase PS
T=20°C; 70 h; Enzymatic reaction; optical yield given as percent ee;
参考文献
Roesner, Stefan; Casatejada, Javier Mansilla; Elford, Tim G.; Sonawane, Ravindra P.; Aggarwal, Varinder K.
Organic Letters, 2011 , vol. 13, # 21 p. 5740 - 5743
反应条件
acetoxytrimethylsilane; boron trifluoride diethyl etherate in cyclohexane
Prins cyclization; optical yield given as percent eestereoselective reaction;
参考文献
Parker, Gregory D.; Seden, Peter T.; Willis, Christine L.
Tetrahedron Letters, 2009 , vol. 50, # 26 p. 3686 - 3689
反应条件
Yields of byproduct given;
参考文献
Master, Hosang E.; Newadkar; Rane; Kumar, Ashok
Tetrahedron Letters, 1996 , vol. 37, # 51 p. 9253 - 9254
参考文献
Faraldos, Juan; Arroyo, Elisa; Herradon, Bernardo
Synlett, 1997 , vol. 1997, # 4 p. 367 - 370
反应条件
1.1: amino lipase PS / 70 h / 20 °C / Enzymatic reaction
2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.25 h / 20 °C / Inert atmosphere
2.2: 24 h / Inert atmosphere; Reflux
3.1: sec.-butyllithium / diethyl ether; hexane; cyclohexane / 1 h / -78 °C / Inert atmosphere
3.2: 2 h / -78 °C / Inert atmosphere
4.1: cesium fluoride / dichloromethane; water / 16 h / 20 °C
5.1: tetrahydrofuran / 2 h / 20 °C
6.1: dihydrogen peroxide; sodium hydroxide / water / 0 - 20 °C
7.1: Jone's reagent / acetone / 0 - 20 °C
8.1: chlorosulfonic acid / dichloromethane / 0.75 h / 20 °C
View Scheme
参考文献
Roesner, Stefan; Casatejada, Javier Mansilla; Elford, Tim G.; Sonawane, Ravindra P.; Aggarwal, Varinder K.
Organic Letters, 2011 , vol. 13, # 21 p. 5740 - 5743