5-((叔丁基二甲基甲硅烷基)氧基)戊醛合成路线 （共 30 条）
反应条件
1: With sodium tetrahydroborate
2: Appel reaction; Further stages.;
参考文献
Evans, David A.; Aye, Yimon
Journal of the American Chemical Society, 2007 , vol. 129, # 31 p. 9606 - 9607
反应条件
RuCl(Ph3P)3; triphenylphosphine in tetrahydrofuran; isopropyl alcohol
T=25°C; 7 h;
参考文献
Grasa, Gabriela A.; Moore, Zakhia; Martin, Kenneth L.; Stevens, Edwin D.; Nolan, Steven P.; Paquet, Valerie; Lebel, Helene
Journal of Organometallic Chemistry, 2002 , vol. 658, # 1-2 p. 126 - 131
反应条件
1: Methyltriphenylphosphonium bromide With sodium hexamethyldisilazane in tetrahydrofuran
T=25°C; 1 h;
2: 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]pentanal in tetrahydrofuran
T=25°C; Wittig reaction; 7 h;
参考文献
Lebel, Helene; Paquet, Valerie
Journal of the American Chemical Society, 2004 , vol. 126, # 1 p. 320 - 328
反应条件
n-butyllithium
-78 deg C to r.t.;
参考文献
Bergmeier, Stephen C.; Seth, Punit P.
Tetrahedron Letters, 1995 , vol. 36, # 22 p. 3793 - 3796
反应条件
phosphate-buffered silica gel supported KMnO4 in cyclohexane
T=20°C;
参考文献
Takemoto; Yasuda; Ley
Synlett, 2001 , # 10 p. 1555 - 1556
反应条件
1: diethyl ether / 0 °C / |Inert atmosphere
2: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / dichloromethane / |Inert atmosphere
3: tetrabutyl ammonium fluoride / tetrahydrofuran / |Inert atmosphere
View Scheme
参考文献
Xie, Youwei; Floreancig, Paul E.
Angewandte Chemie - International Edition, 2014 , vol. 53, # 19 p. 4926 - 4929
Angew. Chem., 2014 , vol. 126, # 19 p. 5026 - 5029,4
反应条件
anhydrous diethylamine hydrochloride in 1,2-dichloro-ethane
T=70°C;
参考文献
Basu, Kallol; Richards, Jonathan; Paquette, Leo A.
Synthesis, 2004 , # 17 p. 2841 - 2844
反应条件
1: L-proline / acetonitrile / 3 h / 0 - 10 °C
2: lithium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.75 h / 5 °C
3: hydrogen / methanol / 24 h / 3102.97 Torr
4: ethanol / 5 h / 50 °C
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C
6: triethylamine
7: sodium hydride / tetrahydrofuran
8: lithium aluminium tetrahydride / tetrahydrofuran
View Scheme
参考文献
Kauloorkar, Shruti Vandana; Jha, Vishwajeet; Kumar, Pradeep
RSC Advances, 2013 , vol. 3, # 40 p. 18288 - 18291
反应条件
1: NaH / tetrahydrofuran
2: NaOH
View Scheme
参考文献
Feutrill, John T.; Lilly, Michael J.; Rizzacasa, Mark A.
Organic Letters, 2002 , vol. 4, # 4 p. 525 - 527
反应条件
1: MgSO4 / diethyl ether / 1 h / Ambient temperature
3: 89 percent / Li / tetrahydrofuran; liquid ammonia / 1 h / Heating
4: 1) n-BuLi / 1) THF/hexane, -78 deg C, 10 h, 2) THF, -78 deg C to rt, 12 h
5: N2H4 / methanol / 4 h / Heating
6: 99 percent / nBu4NF / tetrahydrofuran / Ambient temperature
7: NEt3 / CH2Cl2 / 0.25 h / 0 °C
8: KOtBu / tetrahydrofuran / 1) 0 deg C, 10 min, 2) rt, 30 min
9: 79 percent / anisole, trifluoroacetic acid / CH2Cl2 / 0.25 h
View Scheme
参考文献
Enders, Dieter; Tiebes, Joerg
Liebigs Annalen der Chemie, 1993 , # 2 p. 173 - 178
