颜雪明,肖新荣,张红英.新型樟脑衍生的硒叶立德的合成及其在不对称环丙烷合成中的应用[J].南华大学学报(自然科学版),2011,25(2):74~78.[YAN Xue-ming1,XIAO Xin-rong1,ZHANG Hong-ying2.The Synthesis of Novel Chiral Selenonium Ylides From Camphor and theResearch of Their Applications in Asymmetric Synthesis of Cyclopropanes[J].Journal of University of South China(Science and Technology),2011,25(2):74~78.]
新型樟脑衍生的硒叶立德的合成及其在不对称环丙烷合成中的应用
The Synthesis of Novel Chiral Selenonium Ylides From Camphor and theResearch of Their Applications in Asymmetric Synthesis of Cyclopropanes
投稿时间:2011-04-02  
DOI:
中文关键词:  环丙烷  硒叶立德  不对称合成
英文关键词:cyclopropane  selenonium ylides  asymmetric synthesis
基金项目:
作者单位
颜雪明1,肖新荣1,张红英2 1.南华大学 化学化工学院,湖南 衡阳 4210012.衡阳财经工业职业技术学院 材料系,湖南 衡阳 421001 
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中文摘要:
      以天然樟脑为手性源,在强碱作用下与甲基硒溴顺利反应得到exo型为主的硒醚产物,再经还原及与不饱和的烯丙基溴反应合成了新型结构的手性硒盐,该手性硒盐在强碱作用下能够形成硒叶立德,将其应用于手性环丙的不对称合成研究,实验结果表明具有很好的非对映选择性和对映选择性.
英文摘要:
      Natural camphor was used as chiral source and the exo configuration selenium ether was synthesized as the main product through the reaction of camphor with methyl selenium bromide in the presence of the alkali.After the reduction and the following reaction with unsaturated allybromides,novel chiral organic selenium salt was synthesized successfully.Chiral selenonium ylides can be formed in situ from this selenium salt.When applied to the asymmetric synthesis of cyclopropanations,good stereoselective and enantioselectivity were gained.
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