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Chang Guo, Jin Song, Jian-Zhou Huang, Peng-Hao Chen, Shi-Wei Luo and Prof. Liu-Zhu Gong Core-Structure-Oriented Asymmetric Organocatalytic Substitution of 3-Hydroxyoxindoles: Application in the Enantioselective Total Synthesis of (+)-Folicanthine Angewandte Chemie International Edition 51

Version of Record online: 7 DEC 2011 | DOI: 10.1002/anie.201107079

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Something constructive: The title reaction involving 3-hydroxyoxindoles gives 3,3′-disubstituted oxindoles with concomitant generation of an all-carbon quaternary stereogenic center in high yield and excellent enantioselectivity. This reaction enabled the enantioselective construction of hexahydropyrroloindole skeletons and the first catalytic enantioselective total synthesis of (+)-folicanthine.

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