6-甲基-7-氧杂双环[4.1.0]庚烷-2-酮合成路线 （共 22 条）
反应条件
(R)-CSA; dihydrogen peroxide in diethyl ether T=20°C;
参考文献
Chemistry - A European Journal, , vol. 14, # 23 p. 6849 - 6851
反应条件
in dichloromethane T=20°C; 8 h;
参考文献
MERCK and CO., INC.; KATZ, Jason; KNOWLES, Sandra, L.; JEWELL, James, P.; SLOMAN, David, L.; STANTON, Matthew, G.; NOUCTI, Njamkou
Patent: WO2010/17046 A1, 2010 ;
Location in patent: Page/Page column 50; 91-92 ;
WO 2010/017046 A1
反应条件
1: 49 percent / BF3*Et2O / CH2Cl2 / 2 h / 0 °C
2: 30 percent / LiAlH(O-t-Bu)3 / diethyl ether; tetrahydrofuran / -78 °C
View Scheme
参考文献
Guerrab, Zineb; Daou, Boujemaa; Fkih-Tetouani, Souad; Ahmar, Mohammed; Cazes, Bernard
Tetrahedron Letters, 2003 , vol. 44, # 30 p. 5727 - 5730
参考文献
Polozov, G. I.; Tishchenko, I. G.; Abramov, A. F.
Journal of Organic Chemistry USSR (English Translation), 1980 , vol. 16, # 4 p. 671 - 675
Zhurnal Organicheskoi Khimii, 1980 , vol. 16, # 4 p. 765 - 769
反应条件
hydrogenchloride; lithium diisopropyl amide
1.) THF, -23 deg C, 2 h, 2.) EtOH, 60 deg C, 30 min; Yield given. Multistep reaction;
参考文献
Wender, Paul A.; Erhardt, Jeanette M.; Letendre, Leo J.
Journal of the American Chemical Society, 1981 , vol. 103, # 8 p. 2114 - 2116
反应条件
hydrogenchloride; lithium diisopropyl amide
1.) THF, -23 deg C, 2 h, 2.) EtOH, 60 deg C, 30 min; Yield given. Multistep reaction;
参考文献
Wender, Paul A.; Erhardt, Jeanette M.; Letendre, Leo J.
Journal of the American Chemical Society, 1981 , vol. 103, # 8 p. 2114 - 2116
反应条件
toluene-4-sulfonic acid hydrazide in dichloromethane; acetic acid
T=-20 - 20°C; 16 h; Inert atmosphere;
参考文献
Trost, Barry M.; Bartlett, Mark J.; Weiss, Andrew H.; Vonwangelin, Axel Jacobi; Chan, Vincent S.
Chemistry - A European Journal, 2012 , vol. 18, # 51 p. 16498 - 16509
反应条件
1: diethyl ether; tetrahydrofuran / 0.25 h / -78 °C
2: n-BuLi / hexane; tetrahydrofuran / 1 h / Ambient temperature
View Scheme
参考文献
Doris, Eric; Dechoux, Luc; Mioskowski, Charles
Journal of the American Chemical Society, 1995 , vol. 117, # 51 p. 12700 - 12704
反应条件
diisopropoxytitanium(III) tetrahydroborate in dichloromethane
T=-78 - -20°C; 0.75 h; Yields of byproduct given;
参考文献
Ravikumar; Chandrasekaran, Srinivasan
Tetrahedron, 1996 , vol. 52, # 27 p. 9137 - 9142
反应条件
1: 60 percent / 1.) LDA / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 deg C - room temperature, 4 h
2: 86 percent / (PhCuCN)MgBr
View Scheme
参考文献
Wender, Paul A.; Erhardt, Jeanette M.; Letendre, Leo J.
Journal of the American Chemical Society, 1981 , vol. 103, # 8 p. 2114 - 2116
