| Gold-Catalyzed Tandem Cyclization/Cycloaddition Reaction of Enynones: Highly Regioselective Synthesis of Oxabicyclic Compounds and Naphthyl Ketones | |
| Department | 固体润滑国家重点实验室 |
| Song XR(宋贤荣)1; Xia XF(夏晓峰)1; Song, Bo1; Tian, Xiang1; Zhu HT(祝海涛)1; Zhou AX(周安西)1; Liu XY(刘雪原)1; Liang YM(梁永民)1,2; Liang YM(梁永民) | |
| 2013 | |
| Source Publication | Asian Journal of Organic Chemistry
 |
| ISSN | 2193-5807 |
| Volume | 2Issue:9Pages:755-762 |
| Abstract | A gold-catalyzed benzannulation of enynones for synthesizing oxabicyclic compounds and naphthyl ketones with high regioselectivity has been developed. Divergent products can be obtained from the same substrates through different types of cycloaddition. In this reaction, enynones were selectively transformed through [3+2] cycloadditions to give oxabicycles 2 in the presence of [(L3AuCl] (L3 =[tris(para-trifluoromethylphenyl) phosphine], 5 mol%). When [L2(CNCH3)Au]SbF6 (L2=[2-(di-tert-butylphosphino)biphenyl]) was used as the catalyst, the [4+2] cycloaddition naphthyl ketone products dihydrobenzo[f]isoquinolines 3 were obtained. The value of this method is indicated by the applicability of various enynones substrates and the highly regioselective synthesis of two potentially useful polycyclic compounds. |
| Keyword | Cycloaddition Enynones Gold Naphthyl Ketones Oxabicyclic Compounds |
| Subject Area | 材料科学与物理化学 |
| DOI | 10.1002/ajoc.201300118 |
| Funding Organization | the National Science Foundation (NSF-21072080);the Natural Basic Research Program of China (973 Program) 2010CB8-33203;the “111” Project and the Program for Changjiang Scholars and Innovative Research Team in University (IRT1138) |
| Indexed By | SCI |
| If | 2.292 |
| Language | 英语 |
| compositor | 第二作者单位 |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.licp.cn/handle/362003/18172 |
| Collection | 固体润滑国家重点实验室（LSL） |
| Corresponding Author | Liang YM(梁永民) |
| Affiliation | 1.Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China 2.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Solid Lubricat, Lanzhou 730000, Peoples R China |
| Recommended Citation GB/T 7714 | Song XR,Xia XF,Song, Bo,et al. Gold-Catalyzed Tandem Cyclization/Cycloaddition Reaction of Enynones: Highly Regioselective Synthesis of Oxabicyclic Compounds and Naphthyl Ketones[J]. Asian Journal of Organic Chemistry,2013,2(9):755-762. |
| APA | Song XR.,Xia XF.,Song, Bo.,Tian, Xiang.,Zhu HT.,...&梁永民.(2013).Gold-Catalyzed Tandem Cyclization/Cycloaddition Reaction of Enynones: Highly Regioselective Synthesis of Oxabicyclic Compounds and Naphthyl Ketones.Asian Journal of Organic Chemistry,2(9),755-762. |
| MLA | Song XR,et al."Gold-Catalyzed Tandem Cyclization/Cycloaddition Reaction of Enynones: Highly Regioselective Synthesis of Oxabicyclic Compounds and Naphthyl Ketones".Asian Journal of Organic Chemistry 2.9(2013):755-762. |
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| ASIAN JOURNAL OF ORG（514KB） | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | View Application Full Text | |
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