期刊
CHEMICAL COMMUNICATIONS
卷 52, 期 9, 页码 1804-1807出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc07924a
关键词
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资金
- NSFC [21372002, 21232007]
- Open Foundation of Jiangsu Key Laboratory [K201314]
- Undergraduate Students Project of JSNU
- PAPD of Jiangsu Province
- Qing Lan Project
A catalytic asymmetric chemoselective 1,3-dipolar cycloaddition (1,3-DC) of an azomethine ylide with imines has been established via a three-component reaction of isatin-derived imines, aldehydes and an amino-ester in the presence of chiral phosphoric acid, which efficiently constructed biologically important spiro[imidazolidine-2,3'-oxindole] frameworks in good yields, and with high diastereo- and enantioselectivities (up to 76% yield, 97: 3 er, all >95: 5 dr). This reaction not only realized a catalytic asymmetric chemoselective 1,3-DC of an azomethine ylide, but also represented the first enantioselective construction of a spiro[imidazolidine-2,3'-oxindole] skeleton.
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