反应条件
1: p-TsOH / 3 h / 0 - 10 °C
2: 1.) LiN(iPr)2, 2.) HMPA / 1.) THF, -70 deg C, 10 min, 2.) THF, a) -70 deg C, 7 h, b) 90 deg C, 16 h
3: aq. H2SO4
4: pyridine
5: LiBr / dimethylsulfoxide / 1.5 h / 70 °C
6: 1.) n-BuLi, 2.) HMPA / 1.) THF, from 5 deg C to 10 deg C, 1 h, 2.) THF, 19 h
7: aq. H2SO4
8: PBr3, pyridine / diethyl ether
9: 1.) EtMgBr, 2.) CuI / 1.) THF, 40 deg C, 30 min, 2.) THF, a) 50 deg C, 3 h, b) RT, overnight
10: H2, quinoline / Pd/BaSO4 / ethyl acetate
11: lithium t-butyl thiolate / dimethylformamide
View Scheme
参考文献
Tyman, John H.P.; Visani
Chemistry and Physics of Lipids, 1997 , vol. 85, # 2 p. 157 - 174