| Gold-Catalyzed Oxidative Reactions of Propargylic Carbonates Involving 1,2-Carbonate Migration: Stereoselective Synthesis of Functionalized Alkenes |
其他题名 | 涉及1,2-碳酸酯迁移的炔丙基碳酸酯的金催化氧化重排反应: 多官能团化烯烃的立体选择性合成
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| Sun N(孙宁); Chen M(陈铭); Liu YH(刘元红)
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| 2014
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发表期刊 | J. Org. Chem.
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卷号 | 79期号:9页码:4055-4067 |
摘要 | A gold-catalyzed oxidative reaction of propargylic carbonates or acetates using 3,5-dichloropyridine as the oxidant has been developed. The reaction provides efficient access to alpha-functionalized-alpha,beta-unsaturated ketones with excellent regio- and diastereocontrol via a regioselective attack of the N-oxide to the gold-activated alkyne followed by a 1,2-carbonate migration. In addition, the alkene products could be further transformed into the valuable 5-hydroxycyclopent-2-enones via cyclocondensation with acetone or cyclodimerization under basic conditions. |
学科领域 | 金属有机化学
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DOI | 10.1021/jo500573s
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URL | 查看原文
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收录类别 | SCI
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语种 | 英语
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引用统计 |
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文献类型 | 期刊论文
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条目标识符 | http://ir.sioc.ac.cn/handle/331003/39060
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专题 | 金属有机化学国家重点实验室
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通讯作者 | Liu YH(刘元红) |
作者单位 | 中科院上海有机化学研究所
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推荐引用方式 GB/T 7714 |
Sun N,Chen M,Liu YH. Gold-Catalyzed Oxidative Reactions of Propargylic Carbonates Involving 1,2-Carbonate Migration: Stereoselective Synthesis of Functionalized Alkenes[J]. J. Org. Chem.,2014,79(9):4055-4067.
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APA |
孙宁,陈铭,&刘元红.(2014).Gold-Catalyzed Oxidative Reactions of Propargylic Carbonates Involving 1,2-Carbonate Migration: Stereoselective Synthesis of Functionalized Alkenes.J. Org. Chem.,79(9),4055-4067.
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MLA |
孙宁,et al."Gold-Catalyzed Oxidative Reactions of Propargylic Carbonates Involving 1,2-Carbonate Migration: Stereoselective Synthesis of Functionalized Alkenes".J. Org. Chem. 79.9(2014):4055-4067.
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