(R)-1,4-二氧杂螺[4,5]癸烷-2-甲醛合成路线 (共 12 条)
反应条件
[RhCl(η2:η2-cycloocta-1,5-diene)]2; 1,3-bis-(diphenylphosphino)propane in anhydrous xylene
T=130°C; 1 h; Inert atmosphere;
参考文献
Ikeda, Keiichi; Morimoto, Tsumoru; Tsumagari, Takayuki; Tanimoto, Hiroki; Nishiyama, Yasuhiro; Kakiuchi, Kiyomi
Synlett, 2012 , # 3 p. 393 - 396
反应条件
1: tetrahydrofuran / 12 h / Ambient temperature
2: sodium hydride / 1.) THF, reflux, 0.5 h, 2.) THF, reflux, 2 h
3: trifluoroacetic acid / 48 h / 50 °C
4: sodium hydride; p-toluenesulfonyl chloride / tetrahydrofuran / 4 h / Ambient temperature
5: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C
6: pyridinium p-toluenesulfonate / dichloromethane / 8 h / Ambient temperature
7: hydrogen / palladium on carbon / ethanol
8: pyridine / 48 h / Ambient temperature
9: N,N,N',N',N'',N''-hexamethylphosphoric triamide; sodium hydride / 1.) DMF, RT, 24 h, 2.) DMF, 50 deg C, 7 d
10: hydrogenchloride / methanol / 12 h / Ambient temperature
View Scheme
参考文献
Sharma, Anubha; Chattopadhyay, Subrata
Tetrahedron Asymmetry, 1999 , vol. 10, # 5 p. 883 - 890