(S)-1-苯基-3-丁烯-1-醇合成路线 (共 84 条)
反应条件
(S)-BIPHEP-I in tetrahydrofuran
T=70°C; 48 h; Inert atmosphere;
参考文献
Zhang, Yong Jian; Yang, Jin Haek; Kim, Sang Hoon; Krische, Michael J.
Journal of the American Chemical Society, 2010 , vol. 132, # 13 p. 4562 - 4563
反应条件
(3aS)-1-methyl-3, 3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole borane complex in dichloromethane
T=-20°C; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Mathre, David J.; Thompson, Andrew S.; Douglas, Alan W.; Hoogsteen, Karst; Caroll, James D.; et al.
Journal of Organic Chemistry, 1993 , vol. 58, # 10 p. 2880 - 2888
反应条件
in toluene
T=-10°C; 24 h; Title compound not separated from byproducts.;
参考文献
Kinnaird, James W. A.; Ng, Pui Yee; Kubota, Katsumi; Wang, Xiaolun; Leighton, James L.
Journal of the American Chemical Society, 2002 , vol. 124, # 27 p. 7920 - 7921
反应条件
1: 3-chloroprop-1-ene With Chromium (III) chloride; manganese; (1R,8S,9R,1'R,8'S,9'R)-2-[8'-(1-hydroxy-1-methylethyl)-10,10,10',10'-tetramethyl-[5,5']bi[6-azatricyclo[7.1.1.0(2,7)]undecyl]-2(7),3,5,2',4',6'-hexaen-8-yl]propan-2-ol; triethylamine in tetrahydrofuran
Nozaki-Hiyama reaction; 1 h; Inert atmosphere;
2: benzaldehyde With chloro-trimethyl-silane in tetrahydrofuran
Nozaki-Hiyama reaction; 24 h; Inert atmosphere;
3: With tetrabutyl ammonium fluoride in tetrahydrofuran
0.25 h; optical yield given as percent eeenantioselective reaction;
参考文献
Huang, Xin-Ren; Pan, Xin-Hong; Lee, Gene-Hsian; Chen, Chinpiao
Advanced Synthesis and Catalysis, 2011 , vol. 353, # 11-12 p. 1949 - 1954
反应条件
(R)-BINAP*AgF in methanol
T=-20°C; Addition; 4 h; Product distribution; Further Variations:SolventsTemperaturesCatalysts;
参考文献
Yanagisawa, Akira; Kageyama, Hiromi; Nakatsuka, Yoshinari; Asakawa, Kenichi; Matsumoto, Yukari; Yamamoto, Hisashi
Angewandte Chemie - International Edition, 1999 , vol. 38, # 24 p. 3701 - 3703
反应条件
1: allyl bromide With chromium dichloride; H2Salen in tetrahydrofuran
Metallation;
2: benzaldehyde With chloro-trimethyl-silane in tetrahydrofuran
Addition;
参考文献
Bandini, Marco; Cozzi, Pier Giorgio; Melchiorre, Paolo; Umani-Ronchi, Achille
Angewandte Chemie - International Edition, 1999 , vol. 38, # 22 p. 3357 - 3359
反应条件
sodium hydroxide; dihydrogen peroxide
1) Et2O, -100 deg C, 0.5h, 2) MeOH, 3h, reflux; Yield given. Multistep reaction;
参考文献
Racherla, Uday S.; Brown, Herbert C.
Journal of Organic Chemistry, 1991 , vol. 56, # 1 p. 401 - 405
反应条件
tin(II) trifluoromethanesulfonate; (S)-1-methyl-2-lt;(piperidin-1-yl)-methylgt;pyrrolidine in dichloromethane
T=-78°C; 1 h; Yield given. Yields of byproduct given;
参考文献
Mukaiyama, Teruaki; Minowa, Nobuto; Oriyama, Takeshi; Narasaka, Koichi
Chemistry Letters, 1986 , p. 97 - 100
反应条件
tetrabutyl ammonium fluoride in tetrahydrofuran
T=23°C; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Gauthier, Donald R.; Carreira, Erick M.
Angewandte Chemie, 1996 , vol. 108, # 20 p. 2521 - 2523
反应条件
Birman's catalyst; sodium sulfate; N-ethyl-N,N-diisopropylamine in chloroform
T=0°C; 24 h; Inert atmosphere; optical yield given as percent ee;
参考文献
Klauck, Maggie I.; Patel, Sachin G.; Wiskur, Sheryl L.
Journal of Organic Chemistry, 2012 , vol. 77, # 7 p. 3570 - 3575