1-苯基-2-丙炔-1-醇合成路线 (共 176 条)
反应条件
1.1: toluene-4-sulfonic acid / dichloromethane / 20 °C 2.1: n-butyllithium / tetrahydrofuran / -78 - 20 °C 3.1: manganese(IV) oxide / dichloromethane / 0 - 20 °C 3.2: 50 °C 4.1: iodine / methanol / 5 h / 20 °C 5.1: tetrakis(triphenylphosphine) palladium(0); lithium chloride / N,N-dimethyl-formamide / 100 °C 6.1: Grubb's 2nd generation catalyst / dichloromethane / Reflux 7.1: palladium 10 on activated carbon; oxygen / toluene / Molecular sieve; Reflux View Scheme
参考文献
Yang, Fan; Jin, Tienan; Bao, Ming; Yamamoto, Yoshinori
Tetrahedron, 2011 , vol. 67, # 52 p. 10147 - 10155
反应条件
1.1: aq. HCl / 2 h / 20 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -40 °C 2.2: tetrahydrofuran; hexane / 2.5 h / -40 - 20 °C 3.1: p-toluenesulfonic acid monohydrate / methanol / 12 h / 20 °C 4.1: 91 percent / [Rh(cod)2]BF4; (R,R)-(OMe)2-(PPh2)2-1,1';3',3'';1'',1'''-(naphthyl)4; aq. KOH / tetrahydrofuran / 24 h / 60 °C 5.1: 43 percent / LiAlH4 / diethyl ether / 0.5 h / 0 °C 6.1: 76 percent / TBAF / tetrahydrofuran / 3 h / 20 °C View Scheme
参考文献
Shintani, Ryo; Yashio, Keiji; Nakamura, Tomoaki; Okamoto, Kazuhiro; Shimada, Toyoshi; Hayashi, Tamio
Journal of the American Chemical Society, 2006 , vol. 128, # 9 p. 2772 - 2773
反应条件
1: With DEMS; [RhCl(PPh3)3]/Pd(OAc)2/polyammonium iodide gel in 1,4-dioxane T=60°C; 2 h; 2: With tetrabutyl ammonium fluoride in tetrahydrofuran; 1,4-dioxane T=60°C; Hiyama cross-coupling reaction; 12 h; Further stages.;
参考文献
Thiot, Carine; Schmutz, Marc; Wagner, Alain; Mioskowski, Charles
Chemistry - A European Journal, 2007 , vol. 13, # 32 p. 8971 - 8978
反应条件
ueber das Cinchonin-Salz des 2-Carboxy-3-nitro-benzoyl-Derivats;
参考文献
Waldinger, Claudia; Schneider, Manfred; Botta, Maurizio; Corelli, Federico; Summa, Vincenzo
Tetrahedron Asymmetry, 1996 , vol. 7, # 5 p. 1485 - 1488
反应条件
ChiroCLEC-PC; water in toluene Acetylation; enzymatic resolution; 6.5 h; Enzymatic reaction; Product distribution; Further Variations:reaction time;
参考文献
Chen, Peiran; Zhu, Xiyin
Journal of Molecular Catalysis B: Enzymatic, 2013 , vol. 97, p. 184 - 188
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: 3-hydroxy-3-phenyl-prop-1-yne 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
(S)-N-(1-(tert-butylcarbamoyl)-1-(4-(dimethylamino)pyridin-3-yl)methyl)-L-valinemethyl ester; triethylamine in toluene T=-78°C; 15 h; enantioselective reaction;
参考文献
Mandai, Hiroki; Irie, Shunsuke; Akehi, Masaru; Yuri, Kazunobu; Yoden, Masaaki; Mitsudo, Koichi; Suga, Seiji
Heterocycles, 2013 , vol. 87, # 2 p. 329 - 340
反应条件
tetraproline chiral stationary phase packed on HPLC column in hexane; isopropyl alcohol Resolution of racemate;
参考文献
Dai, Zhi; Ye, Guozhong; Pittman Jr., Charles U.; Li, Tingyu
Chirality, 2012 , vol. 24, # 4 p. 329 - 338
反应条件
novozyme 435 in benzene T=32°C; 0.333333 h; Product distribution; Further Variations:Solventstime;
参考文献
Raminelli, Cristiano; Comasseto, Joao V.; Andrade, Leandro H.; Porto, Andre L.M.
Tetrahedron Asymmetry, 2004 , vol. 15, # 19 p. 3117 - 31722
参考文献
Pyo, Sungsoo; Skowron III, Joseph F.; Cha, Jin K.
Tetrahedron Letters, 1992 , vol. 33, # 33 p. 4703 - 4706