| Gold-Catalyzed Oxidative Reactions of Propargylic Carbonates Involving 1,2-Carbonate Migration: Stereoselective Synthesis of Functionalized Alkenes | |
| Alternative Title | 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 |
| Sun N(孙宁); Chen M(陈铭); Liu YH(刘元红) | |
| 2014 | |
| Source Publication | J. Org. Chem.
 |
| Volume | 79Issue:9Pages:4055-4067 |
| Abstract | 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. |
| Subject Area | 金属有机化学 |
| DOI | 10.1021/jo500573s |
| URL | 查看原文 |
| Indexed By | SCI |
| Language | 英语 |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.sioc.ac.cn/handle/331003/39060 |
| Collection | 金属有机化学国家重点实验室 |
| Corresponding Author | Liu YH(刘元红) |
| Affiliation | 中科院上海有机化学研究所 |
| Recommended Citation 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. |
| 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. |
| 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. |
| Files in This Item: | ||||||
| File Name/Size | DocType | Version | Access | License | ||
| 2014217.pdf（873KB） | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | Application Full Text | |
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