3-甲酰基-2-丁烯酸乙酯合成路线 （共 46 条）
反应条件
1: 47 percent / benzoic acid / benzene / Heating
View Scheme
参考文献
Farmer, Luc J.; Marron, Kristen S.; Canan Koch, Stacie S.; Hwang; Kallel, E. Adam; Zhi, Lin; Nadzan, Alex M.; Robertson, Dave W.; Bennani, Youssef L.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 9 p. 2352 - 2356
反应条件
1: chiral oxazaborolidinium salt / CH2Cl2 / 8 h / -78 °C
2: diethyl ether; tetrahydrofuran / 1 h / -40 °C
3: LiAlH4 / diethyl ether / 2 h / 0 °C
4: 46.5 mg / DMSO; oxalyl chloride; Et3N / CH2Cl2 / -78 - 20 °C
5: KOH / methanol / 0.5 h / Heating
6: 7.5 mg / aq. HCl; AcOH / 3 h / 20 °C
View Scheme
参考文献
Hu, Qi-Ying; Rege, Pankaj D.; Corey
Journal of the American Chemical Society, 2004 , vol. 126, # 19 p. 5984 - 5986
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C
1.2: -78 - 20 °C
2.1: lithium aluminium tetrahydride / diethyl ether / 1 h / Inert atmosphere; Reflux
3.1: phosphorus tribromide / diethyl ether / 1 h / 0 °C / Inert atmosphere
View Scheme
参考文献
Yildizhan, Selma; Schulz, Stefan
Synlett, 2011 , # 19 art. no. B08311ST, p. 2831 - 2833
反应条件
1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C
2: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C / |Inert atmosphere
3: manganese(IV) oxide / dichloromethane / 42 h / 20 °C
View Scheme
参考文献
Burton, Graham W.; Daroszewski, Janusz; Nickerson, James G.; Johnston, James B.; Mogg, Trevor J.; Nikiforov, Grigory B.
Canadian Journal of Chemistry, 2014 , vol. 92, # 4 p. 305 - 316
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C
1.2: -78 - 20 °C
2.1: lithium aluminium tetrahydride / diethyl ether / 1 h / Inert atmosphere; Reflux
3.1: phosphorus tribromide / diethyl ether / 1 h / 0 °C / Inert atmosphere
4.1: dilithium tetrachlorocuprate / tetrahydrofuran; ethylene glycol dimethyl ether / 18.75 h / 0 - 20 °C
View Scheme
参考文献
Yildizhan, Selma; Schulz, Stefan
Synlett, 2011 , # 19 art. no. B08311ST, p. 2831 - 2833
反应条件
sodium methylate in methanol; dichloromethane
1) -20 - -24 deg C, 8 min; 2) room temperature, 2 h;
参考文献
Aig, Edward; Focella, Antonino; Parrish, David R.; Rosenberger, Michael; Scott, John W.; Zenchoff, Gladys B.
Synthetic Communications, 1987 , vol. 17, # 4 p. 419 - 430
