| Au-catalyzed tandem cyclization/[1,2]-alkyl migration reaction of epoxy alkynes: synthesis of spiropyranones | |
| Department | 固体润滑国家重点实验室 |
| Shu XZ(舒兴中); Liu XY(刘雪原); Ji KG(纪克攻); Xiao HQ(肖慧泉); Liang YM(梁永民) | |
| 2008 | |
| Source Publication | Chemistry - A European Journal
 |
| ISSN | 1521-3765 |
| Volume | 14Pages:5282-5289 |
| Abstract | A novel gold-catalyzed tandem cyclization/ACHTUNGTRENUNG[1,2]-alkyl migration process of epoxy alkynes to spiropyranones has been discovered. From this process, the construction of adjacent multiple stereocenters with a new quaternary carbon atom is achieved. The gold-catalyzed domino process is stereospecific with respect to the migrating carbon atom. Atype of unusual C—C bond cleavage of epoxide systems has also been discovered, which can lead to the formation of two Z alkenes and a carbonyl functional group in one step with excellent stereoselectivity. Furthermore, this efficient domino process could be achieved in the presence of the simplest and least expensive gold catalyst [NaAuCl4]·2H2O with a low catalyst loading. |
| Keyword | Epoxy Alkynes Gold Migration Rearrangement Spiropyrane |
| Subject Area | 材料科学与物理化学 |
| Funding Organization | the NSF (NSF-20621091, NSF-20672049) |
| Indexed By | SCI |
| Language | 英语 |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.licp.cn/handle/362003/3960 |
| Collection | 固体润滑国家重点实验室（LSL） |
| Corresponding Author | Liang YM(梁永民) |
| Recommended Citation GB/T 7714 | Shu XZ,Liu XY,Ji KG,et al. Au-catalyzed tandem cyclization/[1,2]-alkyl migration reaction of epoxy alkynes: synthesis of spiropyranones[J]. Chemistry - A European Journal,2008,14:5282-5289. |
| APA | 舒兴中,刘雪原,纪克攻,肖慧泉,&梁永民.(2008).Au-catalyzed tandem cyclization/[1,2]-alkyl migration reaction of epoxy alkynes: synthesis of spiropyranones.Chemistry - A European Journal,14,5282-5289. |
| MLA | 舒兴中,et al."Au-catalyzed tandem cyclization/[1,2]-alkyl migration reaction of epoxy alkynes: synthesis of spiropyranones".Chemistry - A European Journal 14(2008):5282-5289. |
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| 20085282-5289.PDF（296KB） | 开放获取 | CC BY-NC-SA | View Application Full Text | |||
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