| A Chiron-based Approach for the Synthesis of Tricyclic Tyrosine Analogue |
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| 作者姓名： | 刘发 焦姣 查慧艳 姚祝军 |
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| 作者单位： | StateKeyLaboratoryofBioorganicandNaturalProductChemistry,ShanghaiInstituteofOrganicChemistry,ChineseAcademyofSciences,Shanghai200032,China |
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| 基金项目： | the Major State Basic Research Development Program (No. G2000077500), the National Natural Science Foundation of China (No. 20321202), and Chinese Academy of Sciences and Shanghai Municipal Commission of Science and Technology. |
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| 摘 要： | A chiron approach-based enantioselective synthesis of designed tricyclic tyrosine analogue D-2 was developed. A SmI2-mediated free radical cyclization, an intramolecular Friedel-Crafts reaction and an intramolecular Mannich reaction served as key steps. These key steps were optimized and repeated in good yields. All the stereochemistries in the synthesis were established and confirmed.
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| 关 键 词： | 对映选择性合成 三环酪氨酸 类似物 转导作用 |
A Chiron-based Approach for the Synthesis of Tricyclic Tyrosine Analogue |
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| LIU,Fa JIAO,Jiao ZHA,Hui-Yan YAO,Zhu-Jun State Key Laboratory of Bioorganic and Natural Product Chemistry.A Chiron-based Approach for the Synthesis of Tricyclic Tyrosine Analogue[J].Chinese Journal of Chemistry,2004,22(9):1022-1028. |
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| Authors: | LIU Fa JIAO Jiao ZHA Hui-Yan YAO Zhu-Jun State Key Laboratory of Bioorganic and Natural Product Chemistry |
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| Institution: | LIU,Fa JIAO,Jiao ZHA,Hui-Yan YAO,Zhu-Jun State Key Laboratory of Bioorganic and Natural Product Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China |
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| Abstract: | A chiron approach-based enantioselective synthesis of designed tricyclic tyrosine analogue D-2 was developed. A SmI2-mediated free radical cyclization, an intramolecular Friedel-Crafts reaction and an intramolecular Mannich reaction served as key steps. These key steps were optimized and repeated in good yields. All the stereochemistries in the synthesis were established and confirmed. |
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| Keywords: | chiron approach tyrosine analogue enantioselective synthesis signal transduction |
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