(9ci)-2,3-二氢-1H-茚-2-羧醛合成路线 (共 12 条)
反应条件
Dess-Martin periodane in dichloromethane
T=20°C; 2 h;
参考文献
Ezzili, Cyrine; Mileni, Mauro; McGlinchey, Nicholas; Long, Jonathan Z.; Kinsey, Steven G.; Hochstatter, Dustin G.; Stevens, Raymond C.; Lichtman, Aron H.; Cravatt, Benjamin F.; Bilsky, Edward J.; Boger, Dale L.
Journal of Medicinal Chemistry, 2011 , vol. 54, # 8 p. 2805 - 2822
反应条件
diisobutylaluminium hydride in toluene
参考文献
Japan Tobacco Inc.
Patent: EP885869 A1, 1998 ;
反应条件
PhSeNa in ethanol
1 h; Ambient temperature;
参考文献
Satoh, Tsuyoshi; Kaneko, Youhei; Izawa, Takao; Sakata, Kiichi; Yamakawa, Koji
Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 7 p. 1983 - 1990
反应条件
P-(N,N-dimethylaminomethyl)-P,P-diphenylphosphine oxide; hydrogen; [{Rh(μ-Cl)(1,5-cyclooctadiene)}2] in chloroform
T=80°C; 1.5 h; Yield given. Yields of byproduct given;
参考文献
Abu-Gnim, Chalil; Amer, Ibrahim
Journal of Organometallic Chemistry, 1996 , vol. 516, # 1-2 p. 235 - 243
反应条件
bis[(R,R,S)-DiazaPhos-SPE]; Rh(acac)2(CO)2; hydrogen
T=40°C; P=3878.71 Torr; 12 h; optical yield given as percent ee;
参考文献
Watkins, Avery L.; Hashiguchi, Brian G.; Landis, Clark R.
Organic Letters, 2008 , vol. 10, # 20 p. 4553 - 4556
反应条件
[rhodium(I)(carbonyl)2(acetylacetonate)]; (R)-lt;2-(diphenylphosphino)-1,1'-binaphthalen-2'-ylgt;lt;(S)-1,1'-binaphthalen-2,2'-diylgt;phosphitegt;; hydrogen in benzene
T=60°C; P=76000 Torr; 20 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Sakai, Nozomu; Nozaki, Kyoko; Takaya, Hidemasa
Journal of the Chemical Society, Chemical Communications, 1994 , # 4 p. 395 - 396
反应条件
1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C
2: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
View Scheme
参考文献
Ezzili, Cyrine; Mileni, Mauro; McGlinchey, Nicholas; Long, Jonathan Z.; Kinsey, Steven G.; Hochstatter, Dustin G.; Stevens, Raymond C.; Lichtman, Aron H.; Cravatt, Benjamin F.; Bilsky, Edward J.; Boger, Dale L.
Journal of Medicinal Chemistry, 2011 , vol. 54, # 8 p. 2805 - 2822
反应条件
1: 89 percent / BH3*Me2S / tetrahydrofuran / Heating
2: pyridinium chlorochromate / CH2Cl2
View Scheme
参考文献
Wessig, Pablo; Muehling, Olaf
Helvetica Chimica Acta, 2003 , vol. 86, # 3 p. 865 - 893
反应条件
1: 85 percent / 30percent aq. KOH / methanol / 1 h / Ambient temperature
2: 90 percent / sodium benzeneselenolate / ethanol / 1 h / Ambient temperature
View Scheme
参考文献
Satoh, Tsuyoshi; Kaneko, Youhei; Izawa, Takao; Sakata, Kiichi; Yamakawa, Koji
Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 7 p. 1983 - 1990
反应条件
1: 1) lithium diisopropylamide / 1) THF, -70 deg C, 20 min, 2) THF, -70 deg C, 10 min
2: 85 percent / 30percent aq. KOH / methanol / 1 h / Ambient temperature
3: 90 percent / sodium benzeneselenolate / ethanol / 1 h / Ambient temperature
View Scheme
参考文献
Satoh, Tsuyoshi; Kaneko, Youhei; Izawa, Takao; Sakata, Kiichi; Yamakawa, Koji
Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 7 p. 1983 - 1990