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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 the Research of Their Applications in Asymmetric Synthesis of Cyclopropanes
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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. 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.
作者 颜雪明 肖新荣 张红英
机构地区 南华大学化学化工学院 衡阳财经工业职业技术学院材料系
出处 《南华大学学报（自然科学版）》 2011年第2期70-73,共4页 Journal of University of South China：Science and Technology
关键词 环丙烷 硒叶立德 不对称合成 cyclopropane selenonium ylides asymmetric synthesis
分类号 O624.42 [理学—有机化学] O625.63 [理学—有机化学]
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参考文献17

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南华大学学报（自然科学版）
2011年 第2期

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