(R)-(+)-萘基-1-乙醇合成路线 (共 74 条)
反应条件
1: methyl 1-naphthyl ketone With aluminum oxide; sodium tetrahydroborate in hexane T=40°C; 3 h; 2: 2-acetyloxy-1-propene With Lipase 'Amano' PS-C II in hexane T=25°C; 12 h;
参考文献
Kamal, Ahmed; Sandbhor, Mahendra; Ramana
Tetrahedron Asymmetry, 2002 , vol. 13, # 8 p. 815 - 820
反应条件
1: With sodium hydroxide in methanol 0.0833333 h; Heating; 2: in methanol T=20°C; 2 h;
参考文献
MacKay, James A.; Vedejs, Edwin
Journal of Organic Chemistry, 2006 , vol. 71, # 2 p. 498 - 503
反应条件
C28H26N2O; triethylamine in 1,1-dimethylpropan-1-ol T=0°C; Inert atmosphereResolution of racemate; optical yield given as percent ee;
参考文献
Crittall, Matthew R.; Rzepa, Henry S.; Carbery, David R.
Organic Letters, 2011 , vol. 13, # 5 p. 1250 - 1253
反应条件
diisobutylaluminium hydride in toluene T=-78°C; 0.5 h;
参考文献
Dirat, Olivier; Kouklovsky, Cyrille; Langlois, Yves
Journal of Organic Chemistry, 1998 , vol. 63, # 19 p. 6634 - 6642
反应条件
1,3-bis-[(R)-1-(1-naphthyl)ethyl]-4,5-dihydro-3H-imidazolium tetrafluoroborate; potassium tert-butylate in tetrahydrofuran T=-78 - -40°C; 4.5 h; Further byproducts given. Title compound not separated from byproducts;
参考文献
Kano, Taichi; Sasaki, Kouji; Maruoka, Keiji
Organic Letters, 2005 , vol. 7, # 7 p. 1347 - 1349
反应条件
1: acetyl chloride With 1,4-diaza-bicyclo[2.2.2]octane; (S)-3,3'-bis-(2,4,6-triisopropylphenyl)-BINOL phosphoric acid in diethyl ether T=20°C; 0.0833333 h; Inert atmosphereResolution of racemate; 2: 1-(1-hydroxyethyl)naphthalene in diethyl ether T=-20°C; 5 h; Resolution of racemateInert atmosphere; optical yield given as percent ee;
参考文献
Mandai, Hiroki; Murota, Kyouta; Mitsudo, Koichi; Suga, Seiji
Organic Letters, 2012 , vol. 14, # 13 p. 3486 - 3489
反应条件
triethylamine; (-)-diethyl[3-(2-phenylnaphthyl)(4-pyridyl)]amine in toluene T=-78°C; 9 h; Title compound not separated from byproducts;
参考文献
Spivey, Alan C.; Leese, David P.; Zhu, Fujiang; Davey, Stephen G.; Jarvest, Richard L.
Tetrahedron, 2004 , vol. 60, # 20 p. 4513 - 4525
反应条件
triethylamine; (-)-Diethyl[2-methyl-5-(2-phenyl-1-naphthyl)-4-pyridyl]amine in toluene T=-78°C; 9 h; Title compound not separated from byproducts;
参考文献
Spivey; Maddaford; Leese; Redgrave
Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 15 p. 1785 - 1794
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in tetrahydrofuran T=20°C; Inert atmosphereAnhydrous conditions; enantioselective reaction;
参考文献
Leclercq, Loic; Suisse, Isabelle; Agbossou-Niedercorn, Francine
European Journal of Organic Chemistry, 2010 , # 14 p. 2696 - 2700
反应条件
1-methyl-1H-imidazole in tetrahydrofuran T=20°C; 2 h; Inert atmosphereAnhydrous conditions; enantioselective reaction;
参考文献
Leclercq, Loic; Suisse, Isabelle; Agbossou-Niedercorn, Francine
European Journal of Organic Chemistry, 2010 , # 14 p. 2696 - 2700