3-丁基-5-甲基-2(5H)-呋喃酮合成路线 （共 15 条）
反应条件
1: (RS)-(Z)-4-(n-butyltellanyl)oct-3-en-2-ol With n-butyllithium in tetrahydrofuran
T=-78°C;
2: carbon dioxide in tetrahydrofuran
T=-78 - 20°C; Further stages.;
参考文献
Bassora, Bruno K.; Da Costa, Carlos E.; Gariani, Rogerio A.; Comasseto, Joao V.; Dos Santos, Alcindo A.
Tetrahedron Letters, 2007 , vol. 48, # 8 p. 1485 - 1487
反应条件
3-chloro-benzenecarboperoxoic acid in dichloromethane
T=0°C; 4 h;
参考文献
Chiacchio, Ugo; Bella, Maria R. Di; Rescifina, Antonio; Romeo, Giovanni; Uccella, Nicola
Heterocycles, 1993 , vol. 36, # 10 p. 2209 - 2214
反应条件
1: (3S,4S,5S)-3-Butyl-5-methyl-4-triisopropylsilanyloxy-dihydro-furan-2-one With cesium hydroxide in water; tert-butyl alcohol
T=0°C; Hydrolysis;
2: prenyl bromide With pyridine in diethyl ether
T=0°C; Esterification; 24 h;
参考文献
Tsunoda; Nishii; Yoshizuka; Yamasaki; Suzuki; Ito
Tetrahedron Letters, 2000 , vol. 41, # 40 p. 7667 - 7671
反应条件
Rhodium trichloride in ethanol
15 h; Heating;
参考文献
Amonkar, Chandan P.; Tilve, Santosh G.; Parameswaran
Synthesis, 2005 , # 14 art. no. Z01705SS, p. 2341 - 2344
反应条件
in tetrahydrofuran
Under N2, refluxing of Cr-complex for 12 h.;
参考文献
Hoye, Thomas R.; Rehberg, Gretchen M.
Journal of the American Chemical Society, 1990 , vol. 112, # 7 p. 2841 - 2842
反应条件
in tetrahydrofuran
Under N2, refluxing of Cr-complex for 12 h.;
参考文献
Hoye, Thomas R.; Rehberg, Gretchen M.
Journal of the American Chemical Society, 1990 , vol. 112, # 7 p. 2841 - 2842
反应条件
1: 92 percent / H2SO4 / 1 h / cooling
2: 77 percent / RhCl3*3H2O / ethanol / 15 h / Heating
View Scheme
参考文献
Amonkar, Chandan P.; Tilve, Santosh G.; Parameswaran
Synthesis, 2005 , # 14 art. no. Z01705SS, p. 2341 - 2344
反应条件
1.1: 84 percent / sodium borohydride / methanol; ethanol / 0 °C
2.1: n-butyllithium / tetrahydrofuran / -78 °C
2.2: 72 percent / tetrahydrofuran / -78 - 20 °C
View Scheme
参考文献
Bassora, Bruno K.; Da Costa, Carlos E.; Gariani, Rogerio A.; Comasseto, Joao V.; Dos Santos, Alcindo A.
Tetrahedron Letters, 2007 , vol. 48, # 8 p. 1485 - 1487
反应条件
1.1: tellurium / tetrahydrofuran; ethanol / 20 °C
2.1: 84 percent / sodium borohydride / methanol; ethanol / 0 °C
3.1: n-butyllithium / tetrahydrofuran / -78 °C
3.2: 72 percent / tetrahydrofuran / -78 - 20 °C
View Scheme
参考文献
Bassora, Bruno K.; Da Costa, Carlos E.; Gariani, Rogerio A.; Comasseto, Joao V.; Dos Santos, Alcindo A.
Tetrahedron Letters, 2007 , vol. 48, # 8 p. 1485 - 1487
反应条件
4 A molecular sieve; sulfuric acid in diethyl ether
Ambient temperature; Yield given;
参考文献
Kan-Yin, Zhang; Borgerding, Anthony J.; Carlson, Robert M.
Tetrahedron Letters, 1988 , vol. 29, # 45 p. 5703 - 5706
