Core-Structure-Oriented Asymmetric Organocatalytic Substitution of 3-Hydroxyoxindoles: Application in the Enantioselective Total Synthesis of (+)-Folicanthine

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 hexahydropy...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-01, Vol.51 (4), p.1046-1050
Hauptverfasser: Guo, Chang, Song, Jin, Huang, Jian-Zhou, Chen, Peng-Hao, Luo, Shi-Wei, Gong, Liu-Zhu
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Sprache:eng
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201107079