(R)-1,2-环氧癸烷合成路线 （共 21 条）
反应条件
1: 100 percent / CuCN / tetrahydrofuran / 2 h / 0 °C
2: 96 percent / NaOH / tetrahydrofuran / 3 h / 20 °C
View Scheme
参考文献
Nakayama, Yuji; Kumar, G. Biju; Kobayashi, Yuichi
Journal of Organic Chemistry, 2000 , vol. 65, # 3 p. 707 - 715
反应条件
1: DEA / various solvent(s)
2: 99 percent / LiI, Amberlyst 15 / acetonitrile / 0.5 h / Ambient temperature
3: 88 percent / nBu3SnH, AIBN / toluene / 2 h / 80 °C
4: K2CO3 / methanol / 1 h / Ambient temperature
View Scheme
参考文献
Federici; Federici, Chiara; Righi; Righi, Giuliana; Rossi; Rossi, Leucio; Bonini; Bonini, Carlo; Chiummiento; Chiummiento, Lucia; Funicello; Funicello, Maria
Tetrahedron Letters, 1994 , vol. 35, # 5 p. 797 - 800
反应条件
1: 76 percent / pyridine, N,N-dimethyl-4-aminopyridine (DMAP) / CH2Cl2 / 4 h / Ambient temperature
2: 38 percent / 35 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
Haase, Bernhard; Schneider, Manfred P.
Tetrahedron: Asymmetry, 1993 , vol. 4, # 5 p. 1017 - 1026
反应条件
1: 95 percent / DIBAL / tetrahydrofuran / -78 °C / variation of addition method and reagents
2: 80 percent / LiAlH4 / 6 h / Ambient temperature
3: 1.) trimethyloxonium fluoroborate, 2.) HONa solution / 1.) THF, room temperature, 2.) 1 h
View Scheme
参考文献
Solladie, Guy; Demailly, Gilles; Greck, Christine
Tetrahedron Letters, 1985 , vol. 26, # 4 p. 435 - 438
反应条件
1: 1.) LDA / 1.) THF, 2h 2.) -78 to r. t., 1h
2: TiCl4, NaBH4 / CH2Cl2; 1,2-dimethoxy-ethane / 0 °C
3: 1.) (Me3O)BF4 2.) NaOH / 1.) CH2Cl2, r. t.
View Scheme
参考文献
Ohta, Hiromichi; Matsumoto, Shinsuke; Sugai, Takeshi
Tetrahedron Letters, 1990 , vol. 31, # 20 p. 2895 - 2898
反应条件
1: TiCl4, NaBH4 / CH2Cl2; 1,2-dimethoxy-ethane / 0 °C
2: 1.) (Me3O)BF4 2.) NaOH / 1.) CH2Cl2, r. t.
View Scheme
参考文献
Ohta, Hiromichi; Matsumoto, Shinsuke; Sugai, Takeshi
Tetrahedron Letters, 1990 , vol. 31, # 20 p. 2895 - 2898
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
Haase, Bernhard; Schneider, Manfred P.
Tetrahedron: Asymmetry, 1993 , vol. 4, # 5 p. 1017 - 1026
反应条件
1: 38 percent / 35 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
Haase, Bernhard; Schneider, Manfred P.
Tetrahedron: Asymmetry, 1993 , vol. 4, # 5 p. 1017 - 1026
反应条件
1: 80 percent / LiAlH4 / 6 h / Ambient temperature
2: 1.) trimethyloxonium fluoroborate, 2.) HONa solution / 1.) THF, room temperature, 2.) 1 h
View Scheme
参考文献
Solladie, Guy; Demailly, Gilles; Greck, Christine
Tetrahedron Letters, 1985 , vol. 26, # 4 p. 435 - 438
反应条件
sodium hydroxide; trimethyl-oxonium tetrafluoroborate
1.) THF, room temperature, 2.) 1 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Solladie, Guy; Demailly, Gilles; Greck, Christine
Tetrahedron Letters, 1985 , vol. 26, # 4 p. 435 - 438
