2-(3-丁炔氧基)四氢吡喃合成路线 （共 44 条）
反应条件
1.1: EtMgBr / tetrahydrofuran / 80 °C
1.2: 65 percent / tetrahydrofuran / 20 °C
2.1: NaH / tetrahydrofuran / 20 °C
View Scheme
参考文献
Quintal, Miriam M.; Closser, Kristina D.; Shea, Kevin M.
Organic Letters, 2004 , vol. 6, # 26 p. 4949 - 4952
参考文献
Hopf, Henning; Kirsch, Reinhard
Angewandte Chemie, 1985 , vol. 97, # 9 p. 796 - 797
反应条件
n-butyllithium; lithium iodide
1.) THF, from -78 deg C to 0 deg C, 2.) a.) DMEU, -78 deg C, b.) 20 deg C, 20 h; Multistep reaction;
参考文献
Carvalho, Joan F.; Prestwich, Glenn D.
Journal of Organic Chemistry, 1984 , vol. 49, # 7 p. 1251 - 1258
反应条件
1: 4-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butyne With n-butyllithium in tetrahydrofuran; hexane
T=-78 - 20°C;
2: n-decyl iodide in tetrahydrofuran
11 h; Heating;
参考文献
Buck, Matthew; Chong
Tetrahedron Letters, 2001 , vol. 42, # 34 p. 5825 - 5827
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide; n-butyllithium in tetrahydrofuran
参考文献
Zhang, Hong-Yan; Yamakawa, Yu-Ichiro; Matsuya, Yuji; Toyooka, Naoki; Tohda, Chihiro; Awale, Suresh; Li, Feng; Kadota, Shigetoshi; Tezuka, Yasuhiro
Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 2 p. 604 - 608
反应条件
methyl lithium LiBr complex; dimethyl sulfoxide
1.) 0 deg C, THF, ether, 15 min 2.) from 0 deg C to room temperature, stiring at room temperature 3h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Chong, J. Michael; Wong, Susanna
Tetrahedron Letters, 1986 , vol. 27, # 45 p. 5445 - 5448
反应条件
n-butyllithium in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane; water; ethyl acetate
参考文献
Research Foundation of State University of New York
Patent: US4455441 A1, 1984 ;
反应条件
n-butyllithium
1.) THF, -78 deg C, 2.) HMPA, room temperature; Yield given. Multistep reaction;
参考文献
Carvalho, Joan F.; Prestwich, Glenn D.
Journal of Organic Chemistry, 1984 , vol. 49, # 7 p. 1251 - 1258
反应条件
n-butyllithium in hexane
参考文献
Research Foundation of State University of New York
Patent: US4455441 A1, 1984 ;
反应条件
1: 4-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butyne With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 0.666667 h; Inert atmosphere;
2: chloro-trimethyl-silane in tetrahydrofuran; hexane
T=-78 - 20°C; Inert atmosphere;
参考文献
Lange, Jens; Schaumann, Ernst
European Journal of Organic Chemistry, 2009 , # 27 p. 4674 - 4684
