(R)-(-)-1,2-二苯基乙醇合成路线 （共 25 条）
反应条件
diethylzinc; planar-chiral ferrocenyl oxazoline 3 in toluene
T=10°C; Title compound not separated from byproducts;
参考文献
Bolm, Carsten; Hermanns, Nina; Hildebrand, Jens P.; Muniz, Kilian
Angewandte Chemie (International Edition in English), 2000 , vol. 39, # 19 p. X3465-3467
反应条件
Rhizopus nigricans (sterile potato dextrose medium) in tetrahydrofuran
16 h; Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Ziffer, Herman; Kawai, Ken-ichi; Kasai, Masaji; Imuta, Mitsuru; Froussios, Cleanthis
Journal of Organic Chemistry, 1983 , vol. 48, # 18 p. 3017 - 3021
反应条件
1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 3 h / 0 - 20 °C
2: lithium hydroxide hydrate; water / methanol; dichloromethane / 1 h / 20 °C
View Scheme
参考文献
Tietze, Lutz F.; Wolfram, Thomas; Holstein, Julian J.; Dittrich, Birger
Organic Letters, 2012 , vol. 14, # 16 p. 4035 - 4037
反应条件
1: L-Selectride / tetrahydrofuran / 1 h / -78 °C
2: 60 percent / n-butyllithium / tetrahydrofuran / 0.17 h / -78 °C
View Scheme
参考文献
Garcia Ruano, Jose L.; Fernandez-Ibanez, M. Angeles; Maestro, M. Carmen; Rodriguez-Fernandez, M. Mercedes
Journal of Organic Chemistry, 2005 , vol. 70, # 5 p. 1796 - 1801
反应条件
1: With CF3O3S(1-)*C45H36F3N2PRh(1+); benzo[1,3,2]dioxaborole in tetrahydrofuran
T=20°C; 24 h; Inert atmosphere;
2: With dihydrogen peroxide; sodium hydroxide in ethanol; water
T=0 - 20°C; optical yield given as percent eeenantioselective reaction;
参考文献
Maxwell, Aoife C.; Flanagan, Susan P.; Goddard, Richard; Guiry, Patrick J.
Tetrahedron Asymmetry, 2010 , vol. 21, # 11-12 p. 1458 - 1473
反应条件
1.1: sodium hydride / dichloromethane / 2 h / 0 °C
2.1: iodine / 0.5 h / |Reflux
3.1: boron tribromide / dichloromethane / 1.5 h / 20 °C
3.2: 5 h / 0 - 20 °C
4.1: palladium 10 on activated carbon; hydrogen / ethanol / 2 h
View Scheme
参考文献
Kitanosono, Taku; Xu, Pengyu; Kobayashi, Shu
Chemistry - An Asian Journal, 2014 , vol. 9, # 1 p. 179 - 188
反应条件
1.1: sodium hydride / dichloromethane / 2 h / 0 °C
2.1: iodine / 0.5 h / |Reflux
3.1: boron tribromide / dichloromethane / 1.5 h / 20 °C
3.2: 5 h / 0 - 20 °C
4.1: palladium 10 on activated carbon; hydrogen / ethanol / 2 h
View Scheme
参考文献
Kitanosono, Taku; Xu, Pengyu; Kobayashi, Shu
Chemistry - An Asian Journal, 2014 , vol. 9, # 1 p. 179 - 188
反应条件
Lipase PS-C II in decane
T=80°C; 3 h; Enzymatic reaction; Title compound not separated from byproducts;
参考文献
Ema, Tadashi; Kageyama, Masafumi; Korenaga, Toshinobu; Sakai, Takashi
Tetrahedron Asymmetry, 2003 , vol. 14, # 24 p. 3943 - 3947
反应条件
1: With CF3O3S(1-)*C45H36F3N2PRh(1+); benzo[1,3,2]dioxaborole in tetrahydrofuran
T=20°C; 24 h; Inert atmosphere;
2: With dihydrogen peroxide; sodium hydroxide in ethanol; water
T=0 - 20°C; optical yield given as percent eeenantioselective reaction;
参考文献
Maxwell, Aoife C.; Flanagan, Susan P.; Goddard, Richard; Guiry, Patrick J.
Tetrahedron Asymmetry, 2010 , vol. 21, # 11-12 p. 1458 - 1473
反应条件
1: With [Rh(COD)((S)-Quinap)]BF4; benzo[1,3,2]dioxaborole in tetrahydrofuran
T=25°C; 2 h;
2: With sodium hydroxide; dihydrogen peroxide in ethanol
Further byproducts given;
参考文献
Ramirez, Jesus; Segarra, Anna M.; Fernandez, Elena
Tetrahedron Asymmetry, 2005 , vol. 16, # 7 p. 1289 - 1294
