Global S&T Development Trend Analysis Platform of Resources and Environment
DOI | 10.1126/science.aau4821 |
Catalytic palladium-oxyallyl cycloaddition | |
Trost, Barry M.; Huang, Zhongxing; Murhade, Ganesh M. | |
2018-11-02 | |
发表期刊 | SCIENCE |
ISSN | 0036-8075 |
EISSN | 1095-9203 |
出版年 | 2018 |
卷号 | 362期号:6414页码:564-+ |
文章类型 | Article |
语种 | 英语 |
国家 | USA |
英文摘要 | Exploration of intermediates that enable chemoselective cycloaddition reactions and expeditious construction of fused-or bridged-ring systems is a continuous challenge for organic synthesis. As an intermediate of interest, the oxyallyl cation has been harnessed to synthesize architectures containing seven-membered rings via (4+3) cycloaddition. However, its potential to access five-membered skeletons is underdeveloped, largely due to the thermally forbidden (3+2) pathway. Here, the combination of a tailored precursor and a Pd(0) catalyst generates a Pd-oxyallyl intermediate that cyclizes with conjugated dienes to produce a diverse array of tetrahydrofuran skeletons. The cycloaddition overrides conventional (4+3) selectivity by proceeding through a stepwise pathway involving a Pd-allyl transfer and ring closure sequence. Subsequent treatment of the (3+2) adducts with a palladium catalyst converts the heterocycles to the carbocyclic cyclopentanones. |
领域 | 地球科学 ; 气候变化 ; 资源环境 |
收录类别 | SCI-E |
WOS记录号 | WOS:000450460000041 |
WOS关键词 | IRON CARBONYL ; OXATRIMETHYLENEMETHANE PALLADIUM ; STEREOSELECTIVE-SYNTHESIS ; 1,3-DIENES ; KETONES ; REARRANGEMENT ; COMPLEXES ; CYCLOPROPANATION ; HYDROCARBONS ; INHIBITORS |
WOS类目 | Multidisciplinary Sciences |
WOS研究方向 | Science & Technology - Other Topics |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/199977 |
专题 | 地球科学 资源环境科学 气候变化 |
作者单位 | Stanford Univ, Dept Chem, Stanford, CA 94305 USA |
推荐引用方式 GB/T 7714 | Trost, Barry M.,Huang, Zhongxing,Murhade, Ganesh M.. Catalytic palladium-oxyallyl cycloaddition[J]. SCIENCE,2018,362(6414):564-+. |
APA | Trost, Barry M.,Huang, Zhongxing,&Murhade, Ganesh M..(2018).Catalytic palladium-oxyallyl cycloaddition.SCIENCE,362(6414),564-+. |
MLA | Trost, Barry M.,et al."Catalytic palladium-oxyallyl cycloaddition".SCIENCE 362.6414(2018):564-+. |
条目包含的文件 | 条目无相关文件。 |
除非特别说明,本系统中所有内容都受版权保护,并保留所有权利。
修改评论