期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 2, 页码 1712-1720出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c02524
关键词
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资金
- Beijing Municipal Commission of Education [JC015001200902]
- Beijing Natural Science Foundation [7102010, 2122008, 2172003]
- Basic Research Foundation of Beijing University of Technology [X4015001201101]
- Funding Project for Academic Human Resources Development in Institutions of Higher Learning Under the Jurisdiction of Beijing Municipality [PHR201008025]
- Doctoral Scientific Research Start-up Foundation of Beijing University of Technology [52015001200701]
In the presence of the chiral Pd(0)/ligand complex, vinyl benzoxazinanones smoothly underwent [4+2] cycloaddition with alkylidene pyrazolones to deliver spiropyrazolones in reasonable yields and high diastereoselectivities and enantioselectivities. The absolute configuration of the obtained spiropyrazolones was characterized using X-ray single-crystal structure analysis. A proposed reaction mechanism explained the formation of the target compounds.
In the presence of the chiral Pd(0)/ligand complex, vinyl benzoxazinanones underwent the [4+2] cycloaddition with alkylidene pyrazolones smoothly and delivered spiropyrazolones in reasonable yields, diastereoselectivities, and eneantioselectivities (up to >99% yield, >99:1 dr and 99% ee). The absolute configuration of the obtained spiropyrazolones was unambiguously characterized with the use of X-ray single-crystal structure analysis. Moreover, the reaction mechanism was assumed to interpret the formation of the target compounds.
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