DL-1-(2-呋喃基)乙醇合成路线 （共 62 条）
反应条件
sodium bromide; chlorine in tetrahydrofuran; water
参考文献
Pfizer Inc.
Patent: US4082717 A1, 1978 ;
反应条件
1: N-bromosuccinmide; water; sodium acetate; sodium hydrogencarbonate / tetrahydrofuran / 1 h / 0 °C 2: 4-(N,N-dimethlyamino)pyridine / dichloromethane / 12 h / -78 - -30 °C / Inert atmosphere 3: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine / tetrahydrofuran; dichloromethane / 6 h / 0 °C / Inert atmosphere 4: sodium tetrahydroborate; cerium(III) chloride / methanol; dichloromethane / 1 h / -78 °C 5: 4-methyl-morpholine; o-nitrobenzenesulfonyl hydrazide; triethylamine / 8 h / 0 - 20 °C / Inert atmosphere View Scheme
参考文献
Wang, Hua-Yu Leo; Wu, Bulan; Zhang, Qi; Kang, Sang-Woo; Rojanasakul, Yon; O'Doherty, George A.
ACS Medicinal Chemistry Letters, 2011 , vol. 2, # 4 p. 259 - 263
反应条件
1: 93 percent / bromine / diethyl ether / 0.5 h / -35 °C 2: 62 percent / formic acid / methanol / 0.08 h / Ambient temperature 3: 92 percent / sodium borohydride / tetrahydrofuran; H2O / 0.5 h / 0 °C 4: 1.) sodium hydride / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 2 h 5: 70 percent / iodonium di-sym-collidine tetrafluoroborate / acetonitrile / 8 h / Ambient temperature 6: 85 percent / 6M-hydrochloric acid / methanol; H2O / 24 h / Ambient temperature 7: 78 percent / Bu3SnH / AIBN / methanol; toluene / 8 h / 80 °C View Scheme
参考文献
Sammes, Peter G.; Thetford, Dean
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 111 - 124
反应条件
oxygen; sodium hydride in tetrahydrofuran T=0 - 20°C; 6 h;
参考文献
Wang, Xinbo; Wang, David Zhigang
Tetrahedron, 2011 , vol. 67, # 19 p. 3406 - 3411
反应条件
3 A molecular sieve; oxygen; (-)-sparteine; Pd((-)-sparteine)2Cl2 in tert-butyl alcohol T=65°C; 20 h;
参考文献
Ebner, David C.; Bagdanoff, Jeffrey T.; Ferreira, Eric M.; McFadden, Ryan M.; Caspi, Daniel D.; Trend, Raissa M.; Stoltz, Brian M.
Chemistry - A European Journal, 2009 , vol. 15, # 47 p. 12978 - 12992
反应条件
[(C4Ph4COHOCC4Ph4)(μ-H)][(CO)4Ru2]; Novozym(R) 435; 2,4-dimethylpentan-3-one in toluene T=70°C; P=142.511 Torr; 40 h;
参考文献
Verzijl, Gerard K.M.; De Vries, Johannes G.; Broxterman, Quirinus B.
Tetrahedron Asymmetry, 2005 , vol. 16, # 9 p. 1603 - 1610
反应条件
baker's yeast; pH 5 phosphate buffer in ethylene glycol dimethyl ether T=32°C; 192 h; kinetic resolution of other 1-substituted ethanols with Baker's yeast; other solvents, time;
参考文献
Tetrahedron Letters, , vol. 34, # 5 p. 883 - 884
反应条件
1: 93 percent / bromine / diethyl ether / 0.5 h / -35 °C 2: 62 percent / formic acid / methanol / 0.08 h / Ambient temperature 3: 7 percent / sodium borohydride / tetrahydrofuran; H2O / 0.5 h / 0 °C 4: 1.) sodium hydride / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 2 h 5: 71 percent / NIS / CHCl3 / 12 h / Ambient temperature 6: 78 percent / Bu3SnH / AIBN / benzene / 3 h / Heating 7: 72 percent / PTSA, pyridine / H2O / 2 h / 100 °C View Scheme
参考文献
Sammes, Peter G.; Thetford, Dean
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 111 - 124
反应条件
tri-ruthenium(0)dodecacarbonyl; ammonia; N-phenyl-2-(dicyclohexylphosphino)pyrrol in 1,1-dimethylpropan-1-ol T=150°C; 20 h; Cooling with dry iceMolecular sieve; chemoselective reaction;
参考文献
Imm, Sebastian; Neubert, Lorenz; Neumann, Helfried; Beller, Matthias
Angewandte Chemie - International Edition, 2010 , vol. 49, # 44 p. 8126 - 8129
反应条件
Pseudomonas cepacia lipase in 1,1,1,2-tetrafluoroethane 24 h; Resolution of racemateEnzymatic reaction; optical yield given as percent ee;
参考文献
Tetrahedron Letters, , vol. 50, # 26 p. 3543 - 3546
