| α-萘甲醇衍生物的选择性氧化及手性联萘二酸的合成 |
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| 引用本文： | 张万轩,曹锰,叶康,黄巍.α-萘甲醇衍生物的选择性氧化及手性联萘二酸的合成[J].合成化学,2010,18(1). |
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| 作者姓名： | 张万轩 曹锰 叶康 黄巍 |
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| 作者单位： | 湖北大学,有机功能分子合成与应用教育部重点实验室,湖北,武汉,430062 |
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| 基金项目： | 国家自然科学基金资助项目，湖北省教育厅优秀中青年创新团队项目资助 |
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| 摘 要： | α-萘甲醇衍生物与负载型氧化剂A(KMnO4/CuSO4.5H2O)反应,得到相应的醛(酮),产率68%~98%。光学纯的(S)-联萘二醇经A氧化制得光学纯的(S)-联萘二醛;醛经MnO2再次氧化合成了(S)-联萘二酸二甲酯;酯水解得到光学纯的(S)-联萘二酸。
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| 关 键 词： | α-萘甲醇 光学纯联萘二酸 选择性氧化 合成 optically pure 1 1′-binaphthyl-2 2′-dicarboxylic acid |
Selective Oxidation of α-Naphthyl Methanol Derivatives and Synthesis of Optically Pure 1,1′-Binaphthyl-2,2′-dicarboxylic Acid |
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| ZHANG Wan-xuan,CAO Meng,YE Kang,HUANG Wei.Selective Oxidation of α-Naphthyl Methanol Derivatives and Synthesis of Optically Pure 1,1′-Binaphthyl-2,2′-dicarboxylic Acid[J].Chinese Journal of Synthetic Chemistry,2010,18(1). |
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| Authors: | ZHANG Wan-xuan CAO Meng YE Kang HUANG Wei |
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| Abstract: | α-Naphthyl methanol derivatives were selectively oxidized with potassium permanganate adsorbed on a solid support of copper sulfate pentahydrate KMnO_4/CuSO_4·5H_2O(A) to obtain aldehydes or ketones in good yields(68%~98%).(S)-1,1′-binaphthyl-2,2′-dicarbaldehyde was prepared by selective oxidation of (S)-2,2′-bis(hydroxymethyl)- 1,1′-binaphthyl using A as oxidant.The aldehyde was oxidized by MnO_2 giving (S)-dimethyl-1,1′-binaphthyl-2,2′-dicarboxylate,which was converted into (S)-1,1′-binaphthyl-2,2′-dicarboxylic acid by hydrolysis. |
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| Keywords: | naphthyl methanol selective oxidation synthesis |
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