| 1,4-双(9-O-奎宁)-2,3-二氮杂萘的合成及其在烯烃不对称二羟基化反应中的应用 |
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| 引用本文： | 孙晓莉,匡永清,南鹏娟,张生勇. 1,4-双(9-O-奎宁)-2,3-二氮杂萘的合成及其在烯烃不对称二羟基化反应中的应用[J]. 高等学校化学学报, 2003, 24(7): 1216-1218 |
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| 作者姓名： | 孙晓莉 匡永清 南鹏娟 张生勇 |
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| 作者单位： | 第四军医大学化学教研室, 西安 710032 |
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| 基金项目： | 国家自然科学基金 (批准号 :2 9972 0 5 5 ,2 0 0 0 2 0 0 8)资助 |
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| 摘 要： | 通过改进的文献方法制备1,4-双(9-O-奎宁)-2,3-二氮杂萘[(QN)2PHAL].在碱性条件下,奎宁与1,4-二氯-2,3-二氮杂萘之间的亲核取代反应以72%的化学产率生成(QN)2PHAL.在4种烯烃的不对称二羟基化反应中,(QN)2PHAL表现出很高的对映选择性(83%～92%e.e.)和催化活性(产率83%～93%).
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| 关 键 词： | 1 4-双(9-O-奎宁)-2 3-二氮杂萘 不对称二羟基化 手性连二醇 |
| 文章编号： | 0251-0790(2003)07-1216-03 |
| 收稿时间： | 2002-07-02 |
Synthesis of 1,4-Bis(9-O-quininyl)phthalazine and Its Application as a Ligand to the Catalytic Asymmetric Dihydroxylation of Olefins |
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| SUN Xiao-Li,KUANG Yong-Qing,NAN Peng-Juan,ZHANG Sheng-Yong. Synthesis of 1,4-Bis(9-O-quininyl)phthalazine and Its Application as a Ligand to the Catalytic Asymmetric Dihydroxylation of Olefins[J]. Chemical Research In Chinese Universities, 2003, 24(7): 1216-1218 |
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| Authors: | SUN Xiao-Li KUANG Yong-Qing NAN Peng-Juan ZHANG Sheng-Yong |
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| Affiliation: | The Teaching and Research Section of Chemistry, the 4th Military Medical University, Xi′an 710032, China |
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| Abstract: | An improved procedure for the preparation of 1,4-bis(9-O-quininyl) phthalazine[(QN) 2PHAL] and the rudimentary application of (QN) 2PHAL to the catalytic asymmetric dihydroxylation of olefins were described. (QN) 2PHAL was synthesized in a good yield by the reaction of quinine with 1,4-dichlorophthalazine in the presence of K 2CO 3 and KOH in refluxing toluene. The asymmetric dihydroxylation of four olefins with (QN) 2PHAL as the chiral ligand showed an excellent enantioselectivity and activity. |
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| Keywords: | 1 4-Bis(9-O-quininyl)phthalazine Asymmetric dihydroxylation Chiral vicinal diol |
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