(7Z,9e)-7,9-乙酸十二二烯酯合成路线 （共 87 条）
反应条件
1: 1.) MeLi / 1.) THF, ether, -20 deg C, 10 min; 2.) rt, 2 h
2: 1.) DIBAH; 2.) I2 / 1.) THF, hexane, 35 deg C 4 h; 2.) -78 deg C, then 0 deg C, 30 min
3: NaOH / methanol / 4 h / 40 °C
4: acetic acid / Ambient temperature
5: 1.) ZnBr2 / 2.) Pd(PPh3)4 / 1.) THF, -40 deg C; 2.) 10 deg C, 1 h
View Scheme
参考文献
Gardette, M.; Jabri, A.; Alexakis, A.; Normant, J. F.
Tetrahedron, 1984 , vol. 40, # 14 p. 2741 - 2750
反应条件
1: 1.) DIBAH; 2.) I2 / 1.) THF, hexane, 35 deg C 4 h; 2.) -78 deg C, then 0 deg C, 30 min
2: NaOH / methanol / 4 h / 40 °C
3: acetic acid / Ambient temperature
4: 1.) ZnBr2 / 2.) Pd(PPh3)4 / 1.) THF, -40 deg C; 2.) 10 deg C, 1 h
View Scheme
参考文献
Gardette, M.; Jabri, A.; Alexakis, A.; Normant, J. F.
Tetrahedron, 1984 , vol. 40, # 14 p. 2741 - 2750
反应条件
1: acetic acid / Ambient temperature
2: 1.) ZnBr2 / 2.) Pd(PPh3)4 / 1.) THF, -40 deg C; 2.) 10 deg C, 1 h
View Scheme
参考文献
Gardette, M.; Jabri, A.; Alexakis, A.; Normant, J. F.
Tetrahedron, 1984 , vol. 40, # 14 p. 2741 - 2750
反应条件
1: bis-(3-methyl-butyl)-borane / tetrahydrofuran / 0 °C
2: LiAlH4 / diethyl ether
3: (i) TsCl, (ii) LiBr, DMF
4: (i) Li2CuCl4, (ii) TsOH, aq. MeOH
5: pyridine / Ambient temperature
View Scheme
参考文献
Descoins,C. et al.
Bulletin de la Societe Chimique de France, 1977 , p. 941 - 946
反应条件
1: EtCO2H
2: bis-(3-methyl-butyl)-borane / tetrahydrofuran / 0 °C
3: LiAlH4 / diethyl ether
4: (i) TsCl, (ii) LiBr, DMF
5: (i) Li2CuCl4, (ii) TsOH, aq. MeOH
6: pyridine / Ambient temperature
View Scheme
参考文献
Descoins,C. et al.
Bulletin de la Societe Chimique de France, 1977 , p. 941 - 946
反应条件
tetrakis(triphenylphosphine) palladium(0)
参考文献
Alexakis, A.; Duffault, J. M.
Tetrahedron Letters, 1988 , vol. 29, # 48 p. 6243 - 6246
反应条件
1: 33 percent / Ni(PPh3)4 / benzene; diethyl ether
2: 1.02 g / AcOH / 1 h / 0 °C
3: 1.) (Ph3P)4Pd, 2.) copper iodide / 1.) C6H6, 40 min, 2.) 48 h, room temperature
4: diisoamylborane / 89 h
View Scheme
参考文献
Descoins, C.; Lettere, M.; Linsrumelle, G.; Michelot, D.; Ratovelomanana, V.
Synthetic Communications, 1984 , vol. 14, # 8 p. 761 - 774
反应条件
1: 65 percent / (Ph3P)4Ni / benzene; diethyl ether / 2 h
2: 98 percent / perchloric acid / 3 h
3: 1.) (Ph3P)4Pd, 2.) copper iodide / 1.) C6H6, 40 min, 2.) 48 h, room temperature
4: diisoamylborane / 89 h
View Scheme
参考文献
Descoins, C.; Lettere, M.; Linsrumelle, G.; Michelot, D.; Ratovelomanana, V.
Synthetic Communications, 1984 , vol. 14, # 8 p. 761 - 774
反应条件
1: TsOH / methanol; H2O / 3 h / 50 - 60 °C
2: H2 / Lindlar catalyst / methanol
3: pyridine / Ambient temperature
View Scheme
参考文献
Descoins,C. et al.
Bulletin de la Societe Chimique de France, 1977 , p. 941 - 946
反应条件
1: (i) Li2CuCl4, (ii) TsOH, aq. MeOH
2: H2 / Lindlar catalyst / methanol
3: pyridine / Ambient temperature
View Scheme
参考文献
Descoins,C. et al.
Bulletin de la Societe Chimique de France, 1977 , p. 941 - 946
