期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 80, 期 11, 页码 5737-5744出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b00708
关键词
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资金
- NSFC [21372002, 21232007]
- Open Foundation of Jiangsu Key Laboratory [K201314]
- PAPD of Jiangsu Province
- Qing Lan Project
The first catalytic enantioselective construction of a 3,3'-pyrrolidinyldispirooxindole scaffold has been established via organocatalytic asymmetric 1,3-dipolar cycloadditions of isatin-derived azomethine ylides with methyleneindolinones, which afforded structurally complex bisspirooxindoles containing three contiguous and two quaternary stereogenic centers in generally high yields (up to 99%) and excellent diastereo- and enantioselectivities (up to >95:5 dr, 98% ee). This reaction also provides a good example for the application of catalytic asymmetric 1,3-dipolar cycloadditions in constructing enantioenriched bis-spirooxindole frameworks with structural complexity and rigidity.
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