| 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 |
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| 引用本文： | 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. |
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| 作者姓名： | 颜雪明 肖新荣 张红英 |
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| 作者单位： | 1. 南华大学化学化工学院,湖南衡阳,421001
2. 衡阳财经工业职业技术学院材料系,湖南衡阳,421001 |
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| 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.
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| 关 键 词： | 环丙烷 硒叶立德 不对称合成 |
| 收稿时间： | 4/2/2011 12:00:00 AM |
The Synthesis of Novel Chiral Selenonium Ylides From Camphor and theResearch of Their Applications in Asymmetric Synthesis of Cyclopropanes |
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| YAN Xue-ming,XIAO Xin-rong,ZHANG Hong-ying.The Synthesis of Novel Chiral Selenonium Ylides From Camphor and theResearch of Their Applications in Asymmetric Synthesis of Cyclopropanes[J].Journal of Nanhua University:Science and Technology,2011,25(2):74-78. |
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| Authors: | YAN Xue-ming XIAO Xin-rong ZHANG Hong-ying |
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| Institution: | 1.School of Chemistry and Chemical Engineering,University of South China,Hengyang,Hunan 421001,China; 2.Department of Materials Science and Engineering,Hengyang Finance Economics and Industry Vocational College,Hengyang,Hunan 421001,China) |
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| Abstract: | Natural camphor was used as chiral source and the exo configuration selenium e- ther was synthesized as the main product through the reaction of camphor with methyl sele- nium bromide in the presence of the alkali. After the reduction and the following reaction with unsaturated allybromides, novel chiral organic selenium salt was synthesized success- fully. Chiral selenonium ylides can be formed in situ from this selenium salt. When applied to the asymmetric synthesis of eyclopropanations, good stereoselective and enantioselectivity were gained. |
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| Keywords: | cyclopropane selenonium ylides asymmetric synthesis |
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