| 三价磷介入的Kukhtin-Ramirez反应研究进展 |
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| 引用本文： | 邓玉华,褚文道,黄汉民,樊春安.三价磷介入的Kukhtin-Ramirez反应研究进展[J].分子催化,2017,31(2):188-198. |
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| 作者姓名： | 邓玉华 褚文道 黄汉民 樊春安 |
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| 作者单位： | 1. 中国科学院兰州化学物理研究所羰基合成与选择氧化国家重点实验室,甘肃兰州730000;兰州大学化学化工学院功能有机分子化学国家重点实验室,甘肃兰州730000;中国科学院大学,中国北京100049;2. 西华师范大学化学化工学院,四川南充637002;兰州大学化学化工学院功能有机分子化学国家重点实验室,甘肃兰州730000;3. 中国科学院兰州化学物理研究所羰基合成与选择氧化国家重点实验室,甘肃兰州730000;中国科学院大学,中国北京100049;4. 兰州大学化学化工学院功能有机分子化学国家重点实验室,甘肃兰州,730000 |
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| 基金项目： | 国家自然科学基金（21572083，21322201，21290180） |
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| 摘 要： | Kukhtin-Ramirez反应是有机化学中一类重要的极性反转反应.利用三价磷的还原性对α-羰基酮化合物进行极性反转,所生成的Kukhtin-Ramirez活性中间体在诸多转化中都展现出了其作为1,1-偶极子的化学性质.近年来关于该活性中间体的反应研究主要包括:极性X—H键插入反应、还原性加成反应、形式2+1]环加成反应、形式4+1]环加成反应、形式4+2]环加成反应.这些转化为一些重要的多官能团化合成中间体及结构复杂的环状化合物提供了高效简洁的合成方法,凸显了Kukhtin-Ramirez极性反转反应在有机合成中的重要性.
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| 关 键 词： | 三价磷 Kukhtin-Ramirez反应 α-羰基酮化合物 极性反转反应 1 1-偶极子 |
| 收稿时间： | 2017/2/12 0:00:00 |
| 修稿时间： | 2017/3/10 0:00:00 |
Progresses on Phosphorus (III)-Mediated Kukhtin-Ramirez Reaction |
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| DENG Yu-hu,CHU Wen-dao,HUANG Han-min and FAN Chun-an.Progresses on Phosphorus (III)-Mediated Kukhtin-Ramirez Reaction[J].Journal of Molecular Catalysis (China),2017,31(2):188-198. |
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| Authors: | DENG Yu-hu CHU Wen-dao HUANG Han-min and FAN Chun-an |
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| Institution: | State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China;State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China;University of Chinese Academy of Sciences, Beijing 100049, China;College of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637002, China;State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China;State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China;University of Chinese Academy of Sciences, Beijing 100049, China;State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China |
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| Abstract: | Kukhtin-Ramirez reaction is one type of the important umpolung reactions in organic chemistry.The Kukhtin-Ramirez adducts,which were formed in situ through the umpolung approach by using α-keto carbonyl compounds and trivalent phosphorus reducing reagents,have shown the unique reactivity acting as 1,1-dipoles.Focusing on the recent development of Kukhtin-Ramirez adducts-initiated transformations,this review mainly summarizes its applications in the following reactions:X-H insertion,reductive addition,formal 2+1] cycloaddition,formal 4+1] cycloaddition,and formal 4+2] cycloaddition.These methodologies based on Kukhtin-Ramirez reaction provide effective synthetic approaches to the construction of densely multi-functionalized building blocks and structurally complex cyclic compounds,manifesting the importance of Kukhtin-Ramirez umpolung reaction in organic synthesis. |
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| Keywords: | trivalent phosphorus Kukhtin-Ramirez reaction α-keto carbonyls umpolung reaction 1 1-dipoles |
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