| E-1-碘-3-苯基-3-三甲硅氧基-1-辛烯的合成 |
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| 引用本文： | 周 乐,傅建熙.E-1-碘-3-苯基-3-三甲硅氧基-1-辛烯的合成[J].西北农林科技大学学报(社会科学版),1993,21(1):15-20. |
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| 作者姓名： | 周 乐 傅建熙 |
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| 作者单位： | 西北农业大学基础课部，西北农业大学基础课部 陕西杨陵 712100，陕西杨陵 712100 |
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| 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。
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| 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 |
The Synthesis of E-1-Iodo-3-Phenyl-3-Trimethysilyloxy-1-Octene |
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| ZhouLe FuJianxi.The Synthesis of E-1-Iodo-3-Phenyl-3-Trimethysilyloxy-1-Octene[J].Journal of Northwest Sci-Tech Univ of Agr and,1993,21(1):15-20. |
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| Authors: | 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%. |
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| Keywords: | prostaglandins halogenation stannaries / tri-n-butylstannane stereo- specificity di-iso-butyl-aluminohydride |
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