Catalytic Enantioselective Total Synthesis of Hodgkinsine B


  • This work was supported by the EPSRC, AstraZeneca, and the University of Oxford. The NMR spectroscopy and mass spectrometry services at the University of Oxford are also thanked for their assistance.


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The power of palladium: The total synthesis of the alkaloid hodgkinsine B has been achieved with just six isolated intermediates and only four chromatographic operations. The route involves a palladium-catalyzed enantioselective desymmetrizing N-allylation of meso- chimonanthine to establish the absolute configuration and elaboration of the desymmetrized core by a diastereoselective palladium-catalyzed α-oxindole arylation.