(R)-(-)-1,2-二苯基乙醇合成路线 （共 25 条）
反应条件
methanol; boron trifluoride-tetrahydrofuran complex; endo-2-hydroxy-3-(1-methyl-2-pyrrolyl)methylamino-1,7,7-trimethylnorbornane
1.) THF, RT, 5 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Tanaka, Kazuhiko; Matsui, Junichi; Suzuki, Hitomi
Journal of the Chemical Society, Chemical Communications, 1991 , # 18 p. 1311 - 1312
反应条件
water; potassium carbonate in methanol
T=20°C; 1 h; optical yield given as percent ee;
参考文献
Kim, Mahn-Joo; Choi, Yoon Kyung; Kim, Sol; Kim, Daeho; Han, Kiwon; Ko, Soo-Byung; Park, Jaiwook
Organic Letters, 2008 , vol. 10, # 6 p. 1295 - 1298
反应条件
lithium hydroxide hydrate; water in methanol; dichloromethane
T=20°C; 1 h;
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: With benzo[1,3,2]dioxaborole; rhodium complex 2 in toluene
T=20°C; Addition; Hydroboration; 2 h;
2: With sodium hydroxide; water; dihydrogen peroxide in toluene
T=20°C; Oxidation; 2 h; Title compound not separated from byproducts;
参考文献
Doucet, Henri; Fernandez, Elena; Layzell, Timothy P.; Brown, John M.
Chemistry - A European Journal, 1999 , vol. 5, # 4 p. 1320 - 1330
反应条件
formic acid; [Ru2(p-PriC6H4Me)2(μ-Cl)Cl]2; triethylamine; (1R,2R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine
T=40°C; 5 h; Inert atmosphere; optical yield given as percent eeenantioselective reaction;
参考文献
Zhou, Xiaowei; Wu, Xiaofeng; Yang, Bolun; Xiao, Jianliang
Journal of Molecular Catalysis A: Chemical, 2012 , vol. 357, p. 133 - 140
反应条件
Candida antarctica Lipase A in acetonitrile
T=20°C; 24 h; Enzymatic reaction; enantioselective reaction;
参考文献
Kim, Sol; Choi, Yoon Kyung; Hong, Jieun; Park, Jaiwook; Kim, Mahn-Joo
Tetrahedron Letters, 2013 , vol. 54, # 10 p. 1185 - 1188
反应条件
tert.-butyl lithium; (4S)-2,2'-(1-Ethylpropylidene)bislt;4-(1-methylethyl)-4,5-dihydrooxazolegt; in diethyl ether; pentane
T=-110°C; Rearrangement; Wittig rearrangement; 2 h; Title compound not separated from byproducts;
参考文献
Tomooka, Katsuhiko; Yamamoto, Kyoko; Nakai, Takeshi
Angewandte Chemie - International Edition, 1999 , vol. 38, # 24 p. 3741 - 3743
反应条件
1: With formic acid; toluene-4-sulfonic acid in water
T=100°C; 5 h; Inert atmosphereSealed tube;
2: With Rh-(S,S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; water; sodium hydroxide
T=20 - 40°C; pH=7; 12 h; enantioselective reaction;
参考文献
Li, Jia; Wang, Chao; Xue, Dong; Wei, Yawen; Xiao, Jianliang
Green Chemistry, 2013 , vol. 15, # 10 p. 2685 - 2689
反应条件
[TiCl(isopropoxy)3]; Ti-TADDOLate; 1,4,7,10-tetraoxa-cyclododecane
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Weber, Beat; Seebach, Dieter
Tetrahedron, 1994 , vol. 50, # 25 p. 7473 - 7484
反应条件
1: With (R)-2-tert-butyl-quinazolinap rhodium; benzo[1,3,2]dioxaborole in tetrahydrofuran
T=0°C; 2 h;
2: With sodium hydroxide; dihydrogen peroxide in tetrahydrofuran; ethanol
T=0 - 20°C;
参考文献
Connolly, David J.; Lacey, Patrick M.; McCarthy, Mary; Saunders, Cormac P.; Carroll, Anne-Marie; Goddard, Richard; Guiry, Patrick J.
Journal of Organic Chemistry, 2004 , vol. 69, # 20 p. 6572 - 6589
