(R)-(+)-1,2-环氧庚烷合成路线 (共 22 条)
反应条件
1: n-BuLi / tetrahydrofuran 2: m-CPBA 3: 99 percent / n-BuLi / tetrahydrofuran / -78 °C 4: CaCO3 / toluene / Heating View Scheme
参考文献
Takano, Seiichi; Yanase, Masashi; Takahashi, Michiyasu; Ogasawara, Kunio
Chemistry Letters, 1987 , p. 2017 - 2020
反应条件
1: copper(I) iodide / tetrahydrofuran / -50 - 0 °C 2: sodium acetate; peracetic acid / toluene / 6 h / 45 °C 3: acetic acid / ethanol; H2O / 4 h / 60 °C 4: HCl / Heating View Scheme
参考文献
Haase, Bernhard; Schneider, Manfred P.
Tetrahedron: Asymmetry, 1993 , vol. 4, # 5 p. 1017 - 1026
反应条件
1: n-BuLi / tetrahydrofuran 2: m-CPBA 3: 99 percent / n-BuLi / tetrahydrofuran / -78 °C 4: CaCO3 / toluene / Heating View Scheme
参考文献
Takano, Seiichi; Yanase, Masashi; Takahashi, Michiyasu; Ogasawara, Kunio
Chemistry Letters, 1987 , p. 2017 - 2020
反应条件
Jacobsen's (R,R)-(salen)Co(III) catalyst; water; acetic acid
T=0 - 20°C; 13 h; Inert atmosphereResolution of racemate; optical yield given as percent ee;
参考文献
Snaddon, Thomas N.; Buchgraber, Philipp; Schulthoff, Saskia; Wirtz, Conny; Mynott, Richard; Fuerstner, Alois
Chemistry - A European Journal, 2010 , vol. 16, # 40 p. 12133 - 12140
反应条件
1: T=-78 - 0°C; 2.5 h;
2: With sodium hydroxide in tetrahydrofuran
20 h;
参考文献
Dewi-Wuelfing, Purnama; Gebauer, Julian; Blechert, Siegfried
Synlett, 2006 , # 3 p. 487 - 489
反应条件
copper(l) iodide in diethyl ether
T=-78°C;
参考文献
Sakaguchi, Kazuhiko; Kitamura, Tohru; Shiomi, Yutaka; Koden, Mitsuhiro; Kuratate, Tomoaki
Chemistry Letters, 1991 , # 8 p. 1383 - 1386
反应条件
sodium hydride in diethyl ether; mineral oil
T=0 - 20°C; 43 h; Inert atmosphere;
参考文献
Hale, Karl J.; Maczka, Maciej; Kaur, Amarjit; Manaviazar, Soraya; Ostovar, Mehrnoosh; Grabski, Milosz
Organic Letters, 2014 , vol. 16, # 4 p. 1168 - 1171
反应条件
1: With sodium tetrahydroborate in methanol
T=20°C; 1 h;
2: With water in methanol
3: With potassium hydroxide in ethanol
1 h; optical yield given as percent ee;
参考文献
Kang, Baldip; Mowat, Jeffrey; Pinter, Thomas; Britton, Robert
Organic Letters, 2009 , vol. 11, # 8 p. 1717 - 1720
反应条件
potassium hydroxide; hydrogen bromide
1.) glacial acetic acid, 0 deg C, 5 min, 2.) methanol, 15 min; Yield given. Multistep reaction;
参考文献
Hoeyer, Thomas; Kjaer, Anders; Lykkesfeldt, Jens
Collection of Czechoslovak Chemical Communications, 1991 , vol. 56, # 5 p. 1042 - 1051
反应条件
(S,S)-salen-CoIII-OAc; water
T=0°C; 16 h;
参考文献
Gupta, Priti; Naidu, S. Vasudeva; Kumar, Pradeep
Tetrahedron Letters, 2004 , vol. 45, # 4 p. 849 - 851