(R)-(+)-1,2-环氧辛烷合成路线 （共 27 条）
反应条件
1: (5S)-benzyl-2,2,3-trimethylimidazolidin-4-one; 2,3,4,5,6,6-hexachloro-2,4-cyclohexadien-1-one / acetone / 6 h / -30 °C 2: sodium borohydride / CH2Cl2; ethanol / 0.25 h / 0 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 126, # 13 p. 4108 - 4109
反应条件
1.1: SOCl2; Et3N / CH2Cl2 / 0.08 h / 0 °C 2.1: 1.0 g / NaIO4 / RuCl3 / acetonitrile; H2O / 2 h 3.1: LiBr / tetrahydrofuran / 3 h 3.2: 20percent H2SO4 / diethyl ether / 12 h 3.3: 49 percent / K2CO3 / methanol / 3 h / 0 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 66, # 22 p. 7487 - 7495
反应条件
tert.-butylhydroperoxide; Mn(2+)*C6H10(NCH3CH2C5H4N)2*2CF3SO3(1-)=Mn(C6H10(NCH3CH2C5H4N)2)(CF3SO3)2 in acetonitrile T=0°C; 3.5 h; optical yield given as percent eeenantioselective reaction;
参考文献
Inorganic Chemistry, , vol. 49, # 18 p. 8620 - 8628
反应条件
1.1: lithium naphthalenide; ZnCl2 / tetrahydrofuran / 4 h / 20 °C 1.2: 18 percent / LiBr; CuCN / tetrahydrofuran / 16 h / 20 °C 2.1: 68 percent / Rhodococcus ruber DSM 44541 (lyophilized cells); iPrOH / various solvent(s) / 26 h / 30 °C / pH 7.5 / Microbiological reaction 3.1: KOH / various solvent(s) / 20 h / 30 °C / pH 12 View Scheme
参考文献
Advanced Synthesis and Catalysis, , vol. 347, # 14 p. 1827 - 1834
反应条件
diethyl ether; methyl iodide Erhitzen der aus der erhaltenen quartaeren Ammoniumjodid hergestellten wss. Ammoniumhydroxid-Loesung;
参考文献
Journal of the American Chemical Society, , vol. 80, p. 1611
反应条件
Thermoanaerobacter alcohol dehydrogenase in hexane; isopropyl alcohol T=30 - 45°C; pH=10; 31 h; Tris-SO4 bufferEnzymatic reaction; optical yield given as percent eechemoselective reaction;
参考文献
Advanced Synthesis and Catalysis, , vol. 352, # 10 p. 1657 - 1661
反应条件
1: 86 percent / pyridine, N,N-dimethyl-4-aminopyridine (DMAP) / CH2Cl2 / 4 h / Ambient temperature 2: 42 percent / 22 h / 0.1 M phosphate buffer (pH 7.0), Pseudomonas sp. (SAM II) lipase 3: 1.) trimethyloxonium tetrafluoroborate, 2.) aq. NaOH / 1.) CH2Cl2, RT, 2 h, 2.) CH2Cl2, 2.5 h View Scheme
参考文献
Tetrahedron: Asymmetry, , vol. 4, # 5 p. 1017 - 1026
反应条件
1: (E)-1-chlorooctan-2-one With isopropyl alcohol T=30°C; pH=7.5; 4 h; aq. bufferEnzymatic reaction; 2: sodium cyanide With halohydrin dehalogenase from Mycobacterium sp. GP1 T=30°C; pH=7.5; 20 h; aq. bufferEnzymatic reaction; optical yield given as percent ee;
参考文献
European Journal of Organic Chemistry, , # 14 p. 2293 - 2298
反应条件
sodium hydroxide; trimethyl-oxonium tetrafluoroborate 1.) CH2Cl2, RT, 2 h, 2.) CH2Cl2, 2.5 h; Yield given. Multistep reaction;
参考文献
Tetrahedron: Asymmetry, , vol. 4, # 5 p. 1017 - 1026
反应条件
1: 42 percent / 22 h / 0.1 M phosphate buffer (pH 7.0), Pseudomonas sp. (SAM II) lipase 2: 1.) trimethyloxonium tetrafluoroborate, 2.) aq. NaOH / 1.) CH2Cl2, RT, 2 h, 2.) CH2Cl2, 2.5 h View Scheme
参考文献
Tetrahedron: Asymmetry, , vol. 4, # 5 p. 1017 - 1026
