| Synthesis of Dendritic Schiff Base Ligands for Titanium Catalyzed Enantioselective HDA Reaction of Danishelfsky‘ s Diene with Aldehydes |
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| 引用本文： | 吉保明,丁奎岭,孟继本.Synthesis of Dendritic Schiff Base Ligands for Titanium Catalyzed Enantioselective HDA Reaction of Danishelfsky‘ s Diene with Aldehydes[J].中国化学,2003,21(7):727-730. |
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| 作者姓名： | 吉保明 丁奎岭 孟继本 |
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| 作者单位： | [1]DepartmentofChemistry,NankaiUniversity,Tianjin300071,China；StateKeyLaboratoryofOrganometallicChemistry,ShanghaiInstituteofOrganicChemistry,ChineseAcademyofSciences,Shanghai200032,China [2]StateKeyLaboratoryofOrganometallicChemistry,ShanghaiInstituteofOrganicChemistry,ChineseAcademyofSciences,Shanghai200032,China [3]DepartmentofChemistry,NankaiUniversity,Tianjin300071,China |
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| 基金项目： | Project supported by the National Natural Science Foundation of China,Chinese Academy of Sciences and the Major State Basic Research Development Program of China(No.G2000077506). |
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| 摘 要： | A new type of dendritic NOBIN derived Schiff base ligands has been synthesized and applied to titanium catalyzed hetero-Diels-Alder reaction of Danigheifsky‘ s diene and aldehydes, affording the corresponding 2-substituted 2,3-dihydro-4H-pyran-4-one in good yields and moderate enantioselectivities (up to 59.2% ee). It was found that the size of dendron attached to the tridentated ligands has slight impact on the enantioselectivtty of the reaction and the second generation of dendritic ligand exhibited the best enantioselectivity.
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| 关 键 词： | 不对称合成 手性树枝状席夫碱配体 应用 钛催化剂 结构选择 枝晶 异狄尔斯－阿德耳反应 催化剂载体 |
Synthesis of Dendritic Schiff Base Ligands for Titanium Catalyzed Enantioselective HDA Reaction of Danishelfsky' s Diene with Aldehy-des |
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| JI,Bao-Ming DING,Kui-Ling MENG,Ji-Ben.Synthesis of Dendritic Schiff Base Ligands for Titanium Catalyzed Enantioselective HDA Reaction of Danishelfsky'''' s Diene with Aldehy-des[J].Chinese Journal of Chemistry,2003,21(7):727-730. |
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| Authors: | JI Bao-Ming DING Kui-Ling MENG Ji-Ben |
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| Institution: | JI,Bao-Ming DING,Kui-Ling MENG,Ji-Ben
Department of Chemistry,Nankai University,Tianjin 300071,China
State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China |
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| Abstract: | A new type of dendritic NOBIN derived Schiff base ligands has been synthesized and applied to titanium catalyzed hetero-Diels-Alder reaction of Danishelfsky's diene and aldehydes, affording the corresponding 2-substituted 2,3-dihydro-4H-pyran-4-one in good yields and moderate enantioselectivities (up to 59.2% ee). It was found that the size of dendron attached to the tri-dentated ligands has slight impact on the enantioselectivity of the reaction and the second generation of dendritic ligand exhibited the best enantioselectivity. |
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| Keywords: | asymmetric catalysis dendrimer hetero Diels-Alder Schiff base titanium |
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