(2E,4E)-2,4-癸二烯酸甲酯合成路线 （共 56 条）
反应条件
1: acetic acid, 15-crown-5 / CH2Cl2; H2O / 10 h / Ambient temperature
2: 80 percent / H2SO4 / 12 h / 80 °C
3: 68 percent / MeONa / tetrahydrofuran / 0.5 h / 15 °C
View Scheme
参考文献
Plobeck, Niklas A.; Baeckvall, Jan-E.
Journal of Organic Chemistry, 1991 , vol. 56, # 14 p. 4508 - 4512
反应条件
1: 80 percent / H2SO4 / 12 h / 80 °C
2: 68 percent / MeONa / tetrahydrofuran / 0.5 h / 15 °C
View Scheme
参考文献
Plobeck, Niklas A.; Baeckvall, Jan-E.
Journal of Organic Chemistry, 1991 , vol. 56, # 14 p. 4508 - 4512
反应条件
N-acetyl-L-isoleucine; sodium acetate; palladium diacetate; silver carbonate in N,N-dimethyl acetamide
T=60°C; 48 h; Overall yield = 63 percent; stereoselective reaction;
参考文献
Wen, Zhen-Kang; Xu, Yun-He; Loh, Teck-Peng
Chemical Science, 2013 , vol. 4, # 12 p. 4520 - 4524
反应条件
1: 1.) (Me3Si)2NLi, Me3SiCl / 1.) THF, -78 deg C, 2 h, 1 h to RT, 2 h, RT
2: BF3*OEt2 / CH2Cl2 / -20 °C
View Scheme
参考文献
Sato, Toshio; Tsunekawa, Hiroshi; Kohama, Hiromasa; Fujisawa, Tamotsu
Chemistry Letters, 1986 , p. 1553 - 1556
反应条件
1: 73.9 percent / N-bromosuccinimide, azaisobutyronitrile / CCl4 / 3 h / Heating
2: 0.5 h / 120 °C
3: 1.) n-butyllithium, diisopropylamine / 1.)THF, -78 deg C, 2.) -78 deg C 1 h,
View Scheme
参考文献
Baeckstroem, Peter; Jacobsson, Ulla; Norin, Torbjoern; Unelius, C. Rikard
Tetrahedron, 1988 , vol. 44, # 9 p. 2541 - 2548
反应条件
1: tetrahydrofuran / 1.5 h / -20 °C
2: m-chloroperbenzoic acid
3: xylene / 2 h / Heating
View Scheme
参考文献
Tanikaga, Rikuhei; Nozaki, Yoshihito; Tanaka, Kazuhiko; Kaji, Aritsune
Chemistry Letters, 1982 , p. 1703 - 1706
反应条件
1: m-chloroperbenzoic acid
2: xylene / 2 h / Heating
View Scheme
参考文献
Tanikaga, Rikuhei; Nozaki, Yoshihito; Tanaka, Kazuhiko; Kaji, Aritsune
Chemistry Letters, 1982 , p. 1703 - 1706
反应条件
1.1: 70 percent / aq. p-TsOH / acetone / 1.5 h / Heating
2.1: NaNH2 / tetrahydrofuran / 1 h / Heating
2.2: tetrahydrofuran / 1 h
View Scheme
参考文献
Ovanesyan; Garibyan; Badanyan
Russian Journal of Organic Chemistry, 2000 , vol. 36, # 7 p. 951 - 954
反应条件
1.1: morpholine; iodine / benzene / 21 h / 45 °C
2.1: tetrabutyl-ammonium chloride; palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere
2.2: 4.5 h / 20 °C / Inert atmosphere
3.1: dimethylsulfide borane complex; cyclohexene / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere
3.2: 2.33 h / 50 °C / Inert atmosphere
View Scheme
参考文献
Mori, Kenji
Tetrahedron, 2012 , vol. 68, # 7 p. 1936 - 1946
反应条件
1.1: tetrabutyl-ammonium chloride; palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere
1.2: 4.5 h / 20 °C / Inert atmosphere
2.1: dimethylsulfide borane complex; cyclohexene / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere
2.2: 2.33 h / 50 °C / Inert atmosphere
View Scheme
参考文献
Mori, Kenji
Tetrahedron, 2012 , vol. 68, # 7 p. 1936 - 1946
