期刊
ORGANIC LETTERS
卷 22, 期 7, 页码 2527-2531出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00283
关键词
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资金
- National Natural Sciences Foundation of China [NNSFC: 21871237]
- China Postdoctoral Science Foundation [CPFC: 2017M622361]
- Education Department of Henan Province [17B150014, 18B150028]
A Bronsted base and Lewis acid cooperatively catalyzed 1,3-dipolar cycloaddition is reported through chiral dinuclear zinc catalysts. An asymmetric exo'-selective [3 + 2] cycloaddition of CF3-containing N-unprotected isatin-derived azomethine ylides is realized. In the presence of 10 mol % of catalyst, azomethine ylides react efficiently with methyleneindolinones, giving a series of trifluoromethyl-substituted 2,3-pyrrolidinyl dispirooxindoles with highly enantio- (up to 99% ee) and exo'-selectivity (>20:1 dr). Up to four contiguous stereogenic centers, including two adjacent spiro quaternary stereocenters, are constructed in one step.
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