(3S)-3,4-二氢-7-甲氧基-3-(4-甲氧基苯基)-2H-1-苯并吡喃合成路线 （共 16 条）
反应条件
2-(di-t-butylphosphino)-1,1'-binaphthyl; palladium diacetate; caesium carbonate in toluene T=50°C; Buchwald etherification; 22 h;
参考文献
Heemstra, Jennifer M.; Kerrigan, Sean A.; Doerge, Daniel R.; Helferich, William G.; Boulanger, William A.
Organic Letters, 2006 , vol. 8, # 24 p. 5441 - 5443
反应条件
triphenylphosphine; diethylazodicarboxylate in tetrahydrofuran 1.5 h; Ambient temperature;
参考文献
Versteeg, Marietjie; Bezuidenhoudt, Barend C. B.; Ferreira, Daneel
Tetrahedron, 1999 , vol. 55, # 11 p. 3365 - 3376
反应条件
1: SOCl2 / 2 h / Heating 2: 237 g / n-BuLi / tetrahydrofuran; hexane / -65 - 20 °C 3: 167.4 g / NaHMDS / tetrahydrofuran / 0.17 h / cooling 4: 96 percent / LiAlH4 / tetrahydrofuran / 0.25 h / cooling 5: 46 percent / 2-(di-tert-butylphosphino)-1,1'-binaphthyl; Cs2CO3; Pd(OAc)2 / toluene / 22 h / 50 °C View Scheme
参考文献
Lee, Ji-Woong; List, Benjamin
Journal of the American Chemical Society, 2012 , vol. 134, # 44 p. 18245 - 18248
反应条件
1: 237 g / n-BuLi / tetrahydrofuran; hexane / -65 - 20 °C 2: 167.4 g / NaHMDS / tetrahydrofuran / 0.17 h / cooling 3: 96 percent / LiAlH4 / tetrahydrofuran / 0.25 h / cooling 4: 46 percent / 2-(di-tert-butylphosphino)-1,1'-binaphthyl; Cs2CO3; Pd(OAc)2 / toluene / 22 h / 50 °C View Scheme
参考文献
Lee, Ji-Woong; List, Benjamin
Journal of the American Chemical Society, 2012 , vol. 134, # 44 p. 18245 - 18248
参考文献
Lee, Ji-Woong; List, Benjamin
Journal of the American Chemical Society, 2012 , vol. 134, # 44 p. 18245 - 18248
反应条件
1: 96 percent / LiAlH4 / tetrahydrofuran / 0.25 h / cooling 2: 46 percent / 2-(di-tert-butylphosphino)-1,1'-binaphthyl; Cs2CO3; Pd(OAc)2 / toluene / 22 h / 50 °C View Scheme
参考文献
Heemstra, Jennifer M.; Kerrigan, Sean A.; Doerge, Daniel R.; Helferich, William G.; Boulanger, William A.
Organic Letters, 2006 , vol. 8, # 24 p. 5441 - 5443
反应条件
1: 167.4 g / NaHMDS / tetrahydrofuran / 0.17 h / cooling 2: 96 percent / LiAlH4 / tetrahydrofuran / 0.25 h / cooling 3: 46 percent / 2-(di-tert-butylphosphino)-1,1'-binaphthyl; Cs2CO3; Pd(OAc)2 / toluene / 22 h / 50 °C View Scheme
参考文献
Heemstra, Jennifer M.; Kerrigan, Sean A.; Doerge, Daniel R.; Helferich, William G.; Boulanger, William A.
Organic Letters, 2006 , vol. 8, # 24 p. 5441 - 5443
反应条件
1: 1) lithium isopropylcyclohexylamide / 1) THF, -78 deg C to -50 deg C, 2) THF, DCM, -30 deg C, 16 h 2: 81 percent / LiBH4 / diethyl ether; tetrahydrofuran / 18 h / Ambient temperature 3: 3M HCl / methanol / 1 h / Heating 4: 80 percent / Ph3P, DEAD / tetrahydrofuran / 1.5 h / Ambient temperature View Scheme
参考文献
Versteeg, Marietjie; Bezuidenhoudt, Barend C. B.; Ferreira, Daneel
Tetrahedron, 1999 , vol. 55, # 11 p. 3365 - 3376
反应条件
1: 1) lithium isopropylcyclohexylamide / 1) THF, -78 deg C to -50 deg C, 2) THF, DCM, -30 deg C, 16 h 2: 81 percent / LiBH4 / diethyl ether; tetrahydrofuran / 18 h / Ambient temperature 3: 3M HCl / methanol / 1 h / Heating 4: 80 percent / Ph3P, DEAD / tetrahydrofuran / 1.5 h / Ambient temperature View Scheme
参考文献
Versteeg, Marietjie; Bezuidenhoudt, Barend C. B.; Ferreira, Daneel
Tetrahedron, 1999 , vol. 55, # 11 p. 3365 - 3376
反应条件
1: 3M HCl / methanol / 1 h / Heating 2: 80 percent / Ph3P, DEAD / tetrahydrofuran / 1.5 h / Ambient temperature View Scheme
参考文献
Versteeg, Marietjie; Bezuidenhoudt, Barend C. B.; Ferreira, Daneel
Tetrahedron, 1999 , vol. 55, # 11 p. 3365 - 3376
