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


  • We are grateful for financial support from the NSFC (20732006), MOST (973 program 2009CB825300), the Ministry of Education, and CAS.


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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.