20,21-二去氢-(15alpha)-18-去甲柯楠-19-醛合成路线 (共 9 条)
反应条件
1: 95 percent / 1 h / 110 °C
2: tetrahydrofuran / 1 h / -70 °C
3: 1.) trifluoroacetic anhydride, 2.) 15percent aq. NaOH / 1.) CH2Cl2, r.t., 4 h, 2.) MeOH, r.t., 6 h
4: HCl / methanol / Ambient temperature
View Scheme
参考文献
Mangeney; Gosmini; Raussou; Commercon; Alexakis
Journal of Organic Chemistry, 1994 , vol. 59, # 7 p. 1877 - 1888
反应条件
1: 1.) trifluoroacetic anhydride, 2.) 15percent aq. NaOH / 1.) CH2Cl2, r.t., 4 h, 2.) MeOH, r.t., 6 h
2: HCl / methanol / Ambient temperature
View Scheme
参考文献
Mangeney; Gosmini; Raussou; Commercon; Alexakis
Journal of Organic Chemistry, 1994 , vol. 59, # 7 p. 1877 - 1888
反应条件
1: 95 percent / molecular sieves 4 Angstroem / diethyl ether / 0.33 h / Ambient temperature
2: 95 percent / 1 h / 110 °C
3: tetrahydrofuran / 1 h / -70 °C
4: 1.) trifluoroacetic anhydride, 2.) 15percent aq. NaOH / 1.) CH2Cl2, r.t., 4 h, 2.) MeOH, r.t., 6 h
5: HCl / methanol / Ambient temperature
View Scheme
参考文献
Mangeney; Gosmini; Raussou; Commercon; Alexakis
Journal of Organic Chemistry, 1994 , vol. 59, # 7 p. 1877 - 1888
反应条件
1: 95 percent / molecular sieves 4 Angstroem / diethyl ether / 0.33 h / Ambient temperature
2: 1.) CuBr, Me2S, LiBr / 2.) THF, -70 deg C, 30 min
View Scheme
参考文献
Mangeney; Gosmini; Raussou; Commercon; Alexakis
Journal of Organic Chemistry, 1994 , vol. 59, # 7 p. 1877 - 1888
反应条件
hydrogenchloride in methanol
Ambient temperature; Title compound not separated from byproducts;
参考文献
Mangeney; Gosmini; Raussou; Commercon; Alexakis
Journal of Organic Chemistry, 1994 , vol. 59, # 7 p. 1877 - 1888
反应条件
1: 80 percent / LiBr / tetrahydrofuran
2: LiAlH4 / diethyl ether / 12 h / Heating
3: 75 percent / HCl / methanol
4: 1) TFAA, 2) aq. NaOH / 1) CH2Cl2, 15 min, 2) CH3OH, 12 h
View Scheme
参考文献
Mangeney, Pierre; Gosmini, Romain; Alexakis, Alexandre
Tetrahedron Letters, 1991 , vol. 32, # 32 p. 3981 - 3984
反应条件
1: LiAlH4 / diethyl ether / 12 h / Heating
2: 75 percent / HCl / methanol
3: 1) TFAA, 2) aq. NaOH / 1) CH2Cl2, 15 min, 2) CH3OH, 12 h
View Scheme
参考文献
Mangeney, Pierre; Gosmini, Romain; Alexakis, Alexandre
Tetrahedron Letters, 1991 , vol. 32, # 32 p. 3981 - 3984
反应条件
sodium hydroxide; trifluoroacetic anhydride
1) CH2Cl2, 15 min, 2) CH3OH, 12 h; Yield given. Multistep reaction;
参考文献
Mangeney, Pierre; Gosmini, Romain; Alexakis, Alexandre
Tetrahedron Letters, 1991 , vol. 32, # 32 p. 3981 - 3984
反应条件
dimethylsulfide; copper(I) bromide; lithium bromide
2.) THF, -70 deg C, 30 min; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Mangeney; Gosmini; Raussou; Commercon; Alexakis
Journal of Organic Chemistry, 1994 , vol. 59, # 7 p. 1877 - 1888