(2E)-3-环己基-2-丙烯酸甲酯合成路线 (共 25 条)
反应条件
diisobutylaluminium hydride in dichloromethane T=-78°C; Inert atmosphere;
参考文献
Zhang, Ping; Brozek, Laura A.; Morken, James P.
Journal of the American Chemical Society, 2010 , vol. 132, # 31 p. 10686 - 10688
反应条件
diisobutylaluminium hydride in diethyl ether; argon
参考文献
Taisho Pharmaceutical Co., Ltd.
Patent: US5545666 A1, 1996 ;
反应条件
manganese in tetrahydrofuran
3 h; Heating;
参考文献
Concellon, Jose M.; Rodriguez-Solla, Humberto; Del Amo, Vicente; Diaz, Pamela
Synthesis, 2009 , # 15 art. no. Z09909SS, p. 2634 - 2645
反应条件
in dichloromethane
T=20°C; Inert atmosphere;
参考文献
Zhang, Ping; Brozek, Laura A.; Morken, James P.
Journal of the American Chemical Society, 2010 , vol. 132, # 31 p. 10686 - 10688
反应条件
1: diethyl methoxycarbonylmethyl-phosphonate With methylmagnesium bromide in tetrahydrofuran; diethyl ether
T=20°C; Wadsworth-Emmons reaction; 0.25 h; Inert atmosphere;
2: cyclohexanecarbaldehyde in tetrahydrofuran; diethyl ether
Wadsworth-Emmons reaction; RefluxInert atmosphere; diastereoselective reaction;
参考文献
Claridge, Timothy D. W.; Davies, Stephen G.; Lee, James A.; Nicholson, Rebecca L.; Roberts, Paul M.; Russell, Angela J.; Smith, Andrew D.; Toms, Steven M.
Organic Letters, 2008 , vol. 10, # 23 p. 5437 - 5440
反应条件
Verkade nonionic superbase in tetrahydrofuran
T=20°C; 4.5 h; Inert atmosphere; optical yield given as percent destereoselective reaction;
参考文献
Chintareddy, Venkat Reddy; Ellern, Arkady; Verkade, John G.
Journal of Organic Chemistry, 2010 , vol. 75, # 21 p. 7166 - 7174
反应条件
1: cyclohexylmethyl alcohol With Celite; pyridinium chlorochromate in dichloromethane
T=20°C;
2: methyl (triphenylphosphoranylidene)acetate in dichloromethane
T=20°C; Wittig olefination; 24 h;
参考文献
Bressette, Andrew R.; Glover IV, Louis C.
Synlett, 2004 , # 4 p. 738 - 740
反应条件
1: diethyl methoxycarbonylmethyl-phosphonate With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; Wadsworth-Emmons reaction; 0.5 h; Inert atmosphere;
2: cyclohexanecarbaldehyde in tetrahydrofuran; hexane
T=-78 - 20°C; Wadsworth-Emmons reaction; Inert atmosphere; optical yield given as percent de;
参考文献
Claridge, Timothy D. W.; Davies, Stephen G.; Lee, James A.; Nicholson, Rebecca L.; Roberts, Paul M.; Russell, Angela J.; Smith, Andrew D.; Toms, Steven M.
Organic Letters, 2008 , vol. 10, # 23 p. 5437 - 5440
反应条件
phenyl silane; N-ethyl-N,N-diisopropylamine; 1-(n-butyl)phospholane-1-oxide; 4-nitro-benzoic acid in ethyl acetate
T=20°C; Wittig Olefination; 24 h; Inert atmosphereSealed tubeSchlenk technique; diastereoselective reaction;
参考文献
O'Brien, Christopher J.; Lavigne, Florie; Coyle, Emma E.; Holohan, Andrew J.; Doonan, Bryan J.
Chemistry - A European Journal, 2013 , vol. 19, # 19 p. 5854 - 5858
反应条件
18-crown-6 and KN(TMS)2 in tetrahydrofuran; toluene
T=-78°C; 0.5 h; under nitrogen, effect of reagents and reaction conditions to stereoselectivity of esters; Product distribution;
参考文献
Still, W. Clark; Gennari, Cesare
Tetrahedron Letters, 1983 , vol. 24, # 41 p. 4405 - 4408