(R)-(+)-2,2-二甲基-1,3-二氧戊环-4-甲醛合成路线 (共 94 条)
反应条件
ReOCl(PPh3)2; triethyl phosphite in tetrahydrofuran T=23°C; 2 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Lebel, Helene; Davi, Michael
Advanced Synthesis and Catalysis, 2008 , vol. 350, # 14-15 p. 2352 - 2358
反应条件
1: ethyl bromoacetate With tributylphosphine in tetrahydrofuran T=0°C; Wittig reaction; 0.0833333 h; 2: (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde With tetrabutyl ammonium fluoride in tetrahydrofuran T=20°C; Wittig reaction; 3 h; optical yield given as percent dediastereoselective reaction;
参考文献
Fumagalli, Tiziano; Sello, Guido; Orsini, Fulvia
Synthetic Communications, 2009 , vol. 39, # 12 p. 2178 - 2195
反应条件
in ethanol 192 h; Heating;
参考文献
Fernandez, M. Valpuesta; Herrera, F. J. Lopez; Cobos, T. Lupion
Heterocycles, 1986 , vol. 24, # 3 p. 679 - 686
反应条件
in dichloromethane Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Wulff, Gunther; Hansen, Achim
Carbohydrate Research, 1987 , vol. 164, p. 123 - 140
反应条件
n-butyllithium 1.) DME, -78 degC to 25 degC, 130 min, 2.) 25 degC, 30 min; Yield given. Multistep reaction;
参考文献
Adlington, R.M.; Barrett, A.G.M.
Tetrahedron, 1981 , vol. 37, # 23 p. 3935 - 3942
反应条件
lithium diisopropyl amide 1.) THF, hexane, -78 deg C, 45 min, 2.) -78 deg C, 6 h; Yield given. Multistep reaction;
参考文献
Martin, Stephen F.; Wong, Yue-Ling; Wagman, Allan S.
Journal of Organic Chemistry, 1994 , vol. 59, # 17 p. 4821 - 4831
反应条件
1: NaBH4 / H2O / 1 h / 25 °C 2: Et3N / CH2Cl2 / 1 h / 0 °C View Scheme
参考文献
Tsuda, Yoshisuke; Yoshimoto, Kimihiro; Nishikawa, Terumi
Chemical & Pharmaceutical Bulletin, 1981 , vol. 29, # 12 p. 3593 - 3600
反应条件
1: NaBH4 / 0 - 10 °C 2: benzyltriethylammonium chloride View Scheme
参考文献
Takano, Seiichi; Goto, Emiko; Hirama, Michiyasu; Ogasawara, Kunio
Heterocycles, 1981 , vol. 16, # 3 p. 381 - 385
反应条件
1: 79 percent / tetrahydrofuran / 1.) RT, 3 h, 2.) reflux, 2 h 2: 84 percent / propanoic acid / 2.5 h / 137 °C View Scheme
参考文献
Merrer, Yves Le; Gravier-Pelletier, Christine; Micas-Languin, Dominique; Mestre, Francoise; Dureault, Annie; Depezay, Jean-Claude
Journal of Organic Chemistry, 1989 , vol. 54, # 10 p. 2409 - 2416
反应条件
1: 79 percent / tetrahydrofuran / 1.) RT, 3 h, 2.) reflux, 2 h 2: 84 percent / propanoic acid / 2.5 h / 137 °C 3: 90 percent / hydrogen / 10percent Pd/C / ethyl acetate / 760 Torr / Ambient temperature View Scheme
参考文献
Merrer, Yves Le; Gravier-Pelletier, Christine; Micas-Languin, Dominique; Mestre, Francoise; Dureault, Annie; Depezay, Jean-Claude
Journal of Organic Chemistry, 1989 , vol. 54, # 10 p. 2409 - 2416