(+)-2-甲氧基-3,5-二甲基-6-[四氢-4-[(1Z,2E,4E,6E)-2,4,6-三甲基-7-(4-硝基苯基)-2,4,6-庚三烯亚基]呋喃-2-基]-4H-吡喃-4-酮合成路线 (共 9 条)
反应条件
Pd0(tris(tert-butyl)phosphine)2 in tetrahydrofuran; toluene
T=20°C; 0.75 h;
参考文献
Jacobsen, Mikkel F.; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E.
Tetrahedron, 2006 , vol. 62, # 8 p. 1675 - 1689
反应条件
1: 35 percent / TlOEt / Pd(PPh3)4 / tetrahydrofuran; H2O / 0.5 h / 22 °C
2: 89 percent / Pd(t-Bu3P)2 / tetrahydrofuran; toluene / 0.75 h / 22 °C
View Scheme
参考文献
Jacobsen, Mikkel F.; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E.
Tetrahedron, 2006 , vol. 62, # 8 p. 1675 - 1689
反应条件
1: 35 percent / TlOEt / Pd(PPh3)4 / tetrahydrofuran; H2O / 0.5 h / 22 °C
2: 89 percent / Pd(t-Bu3P)2 / tetrahydrofuran; toluene / 0.75 h / 22 °C
View Scheme
参考文献
Jacobsen, Mikkel F.; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E.
Tetrahedron, 2006 , vol. 62, # 8 p. 1675 - 1689
反应条件
1.1: Zn; pyridine; PPh3 / CH2Cl2 / 0.5 h / 22 °C
1.2: 98 percent / CH2Cl2 / 2 h / 22 °C
2.1: 35 percent / TlOEt / Pd(PPh3)4 / tetrahydrofuran; H2O / 0.5 h / 22 °C
3.1: 89 percent / Pd(t-Bu3P)2 / tetrahydrofuran; toluene / 0.75 h / 22 °C
View Scheme
参考文献
Jacobsen, Mikkel F.; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E.
Tetrahedron, 2006 , vol. 62, # 8 p. 1675 - 1689
反应条件
1: 1.76 g / NaIO4; OsO4 / tetrahydrofuran; H2O / 1 h / 22 °C
2: 92 percent / Pd(PPh3)4; In(acac)3 / toluene / 5 h / Heating
3: 98 percent / [1,3-dimesityl-imidazolidin-2-yl]RuCl2(PCy3)(=CHPh) / CH2Cl2 / 3 h / Heating
4: 35 percent / TlOEt / Pd(PPh3)4 / tetrahydrofuran; H2O / 0.5 h / 22 °C
5: 89 percent / Pd(t-Bu3P)2 / tetrahydrofuran; toluene / 0.75 h / 22 °C
View Scheme
参考文献
Jacobsen, Mikkel F.; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E.
Tetrahedron, 2006 , vol. 62, # 8 p. 1675 - 1689
反应条件
1: 98 percent / [1,3-dimesityl-imidazolidin-2-yl]RuCl2(PCy3)(=CHPh) / CH2Cl2 / 3 h / Heating
2: 35 percent / TlOEt / Pd(PPh3)4 / tetrahydrofuran; H2O / 0.5 h / 22 °C
3: 89 percent / Pd(t-Bu3P)2 / tetrahydrofuran; toluene / 0.75 h / 22 °C
View Scheme
参考文献
Jacobsen, Mikkel F.; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E.
Tetrahedron, 2006 , vol. 62, # 8 p. 1675 - 1689
反应条件
1: NaIO4; NaHCO3 / methanol; H2O / 1 h / 22 °C
2: 1.76 g / NaIO4; OsO4 / tetrahydrofuran; H2O / 1 h / 22 °C
3: 92 percent / Pd(PPh3)4; In(acac)3 / toluene / 5 h / Heating
4: 98 percent / [1,3-dimesityl-imidazolidin-2-yl]RuCl2(PCy3)(=CHPh) / CH2Cl2 / 3 h / Heating
5: 35 percent / TlOEt / Pd(PPh3)4 / tetrahydrofuran; H2O / 0.5 h / 22 °C
6: 89 percent / Pd(t-Bu3P)2 / tetrahydrofuran; toluene / 0.75 h / 22 °C
View Scheme
参考文献
Jacobsen, Mikkel F.; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E.
Tetrahedron, 2006 , vol. 62, # 8 p. 1675 - 1689
反应条件
1.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C
1.2: 82 percent / tetrahydrofuran; toluene / 1 h / -78 - 20 °C
2.1: NaIO4; NaHCO3 / methanol; H2O / 1 h / 22 °C
3.1: 1.76 g / NaIO4; OsO4 / tetrahydrofuran; H2O / 1 h / 22 °C
4.1: 92 percent / Pd(PPh3)4; In(acac)3 / toluene / 5 h / Heating
5.1: 98 percent / [1,3-dimesityl-imidazolidin-2-yl]RuCl2(PCy3)(=CHPh) / CH2Cl2 / 3 h / Heating
6.1: 35 percent / TlOEt / Pd(PPh3)4 / tetrahydrofuran; H2O / 0.5 h / 22 °C
7.1: 89 percent / Pd(t-Bu3P)2 / tetrahydrofuran; toluene / 0.75 h / 22 °C
View Scheme
参考文献
Jacobsen, Mikkel F.; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E.
Tetrahedron, 2006 , vol. 62, # 8 p. 1675 - 1689
反应条件
1: 92 percent / Pd(PPh3)4; In(acac)3 / toluene / 5 h / Heating
2: 98 percent / [1,3-dimesityl-imidazolidin-2-yl]RuCl2(PCy3)(=CHPh) / CH2Cl2 / 3 h / Heating
3: 35 percent / TlOEt / Pd(PPh3)4 / tetrahydrofuran; H2O / 0.5 h / 22 °C
4: 89 percent / Pd(t-Bu3P)2 / tetrahydrofuran; toluene / 0.75 h / 22 °C
View Scheme
参考文献
Jacobsen, Mikkel F.; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E.
Tetrahedron, 2006 , vol. 62, # 8 p. 1675 - 1689