Aconitine norditerpenoid alkaloids are a large family of naturalproducts isolated from plant genera Delphinium and Aconitum.  These highly oxygenated compounds all share a common carbonskeleton, with the signature tricyclic ring system highlighted in Figure1.  Many aconitine alkaloids arefound to be potent sodium ion channel modulators.  Synthetic studies toward aconitine alkaloids have been ongoing fordecades, wherein successful total synthesis has only been accomplished byWiesner and coworkers thirty years ago. We are in the process of developing a promising convergent strategy to thisclass of alkaloids.  Thus, thesynthesis of the complete aconitine skeleton was achieved via a sequenceinvolving N-acyliminium cyclization and radical cyclization.     These findings are currently being applied to the total synthesis ofdelphiscripuline.

Effort toward the total synthesis of delphicrispuline

239th National Meeting (2010)

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