(R)-1-苯基-1,3-丙二醇合成路线 （共 39 条）
反应条件
1: With tetrachlorosilane; N,N'-diMe-N,N'-bis(chiral phosphoramide)-1,5-pentanediamine; N-ethyl-N,N-diisopropylamine in dichloromethane T=-67°C; aldol addition; 24 h; 2: With sodium tetrahydroborate; triethylamine in tetrahydrofuran; dichloromethane; water T=0°C; 2 h;
参考文献
Denmark, Scott E.; Bui, Tommy
Journal of Organic Chemistry, 2005 , vol. 70, # 24 p. 10190 - 10193
反应条件
sodium tetrahydroborate in tetrahydrofuran; water T=20°C; 1 h;
参考文献
Khatik, Gopal L.; Khurana, Ravi; Kumar, Varun; Nair, Vipin A.
Synthesis, 2011 , # 19 art. no. Z54411SS, p. 3123 - 3132
反应条件
1.1: 89 percent / (R,R)-N,N'-bis(phosphoramide)-N,N'-Me2-1,5-pentanediamine; SiCl4 / CH2Cl2 / 3 h / -78 °C 2.1: O3 / pentane / 1 h / -78 °C 2.2: 64 percent / LiAlH4 / pentane; tetrahydrofuran / -78 - 65 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 127, # 11 p. 3774 - 3789
反应条件
1: With oxygen; ozone in dichloromethane T=-78°C; 0.333333 h; Inert atmosphere; 2: With lithium aluminium tetrahydride in tetrahydrofuran; dichloromethane T=-78 - 20°C; 1 h; Inert atmosphere;
参考文献
Denmark, Scott E.; Wilson, Tyler W.
Angewandte Chemie - International Edition, 2012 , vol. 51, # 13 p. 3236 - 3239
反应条件
1.1: NaBH4 / methanol; tetrahydrofuran / Heating 2.1: HMDS; TMSOTf 2.2: (-)-menthone; TMSOTf 2.3: HCl / methanol View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 14, # 7 p. 2178 - 2189
反应条件
potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate in tetrahydrofuran; methanol; water 18 h; Heating;
参考文献
Barnhart, Richard W.; Wang, Xianqi; Noheda, Pedro; Bergens, Steven H.; Whelan, John; Bosnich
Tetrahedron, 1994 , vol. 50, # 15 p. 4335 - 4346
反应条件
lithium aluminium tetrahydride
参考文献
Tetrahedron Letters, , vol. 32, # 25 p. 2857 - 2860
反应条件
1: With tetrachlorosilane; N-ethyl-N,N-diisopropylamine in dichloromethane T=-72°C; 1 h; 2: With oxygen; ozone in dichloromethane T=-78°C; 0.333333 h; 3: With lithium aluminium tetrahydride in tetrahydrofuran; dichloromethane T=65°C; 1.5 h; Further stages. Title compound not separated from byproducts.;
参考文献
Journal of Organic Chemistry, , vol. 72, # 15 p. 5668 - 5688
反应条件
1: 75 percent / <Rh((S)-binap)(NBD)>ClO4 / acetone / 3.5 h / 25 °C 2: 70 percent / potassium fluoride, potassium hydrogen carbonate, hydrogen peroxide / H2O; methanol; tetrahydrofuran / 18 h / Heating View Scheme
参考文献
Tetrahedron, , vol. 50, # 15 p. 4335 - 4346
反应条件
1.1: 80 percent / (i-Pr)2NEt; SiCl4; chiral bisphosphoramide / CH2Cl2 / 24 h / -50 °C 2.1: O3; O2 / CH2Cl2 / 0.33 h / -78 °C 2.2: 71 percent / LiAlH4 / CH2Cl2; tetrahydrofuran / 1.5 h / 65 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 72, # 15 p. 5668 - 5688
