| 摘要: |
| 以己酸为原料,经六步合成出标题化合物。对于中间体-3-苯基-3-羟基-1-辛炔(Ⅳ)。设计了两条不同的合成路线,即由乙炔基锂或乙炔基溴化镁与酮反应高产率地合成出(Ⅳ)。研究了二氢吡喃和三甲基氯硅烷保护(Ⅳ)的反应条件。最后,利用三正丁基锡烷为氢化剂,碘为卤化剂,由3-苯基-3-三甲硅氧基-1-辛炔以93.2％的产率立体专属性地合成出标题化合物。 |
| 关键词: 前列腺素,卤化,锡烷类/三正丁基锡烷,立体专属性,二异丁基氢化铝 |
| DOI： |
| 分类号: |
| 基金项目:农业部资助项目 |
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| The Synthesis of E-1-Iodo-3-Phenyl-3-Trimethysilyloxy-1-Octene |
|
ZhouLe FuJianxi
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| Abstract: |
| The title compound has been synthesized with n-caproic acid through 6 steps. As for intermediate-3-hydrocarbon radical-3-hydroxy-l-octyne (IV ), two different synthetic lines have been designed, i.e. it has been synthesized with high yield from reaction of ethynyl lithium and ketones or ethynyl magnesium bromide and ketones. Also, the reaction conditions for protecting alkynols are studied. Finally, the stereo-specificity title compound has been synthsesized using trimethyl-silyloxy-1-octyne and tri-n-butylstannane as hydrogenation reagent and iodine as halogenation reagent with the yield of 93.2%. |
| Key words: prostaglandins,halogenation,stannaries / tri-n-butylstannane,stereo-specificity,di-iso-butyl-aluminohydride |
