The secondary metabolites that comprise the diterpenoid alkaloids are categorized into C, C, and C families depending on the number of contiguous carbon atoms that constitute their central framework. Herein, we detail our efforts to prepare these molecules by chemical synthesis, including a photochemical approach, and ultimately a bioinspired strategy that has resulted in the development of a unifying synthesis of one C (weisaconitine D), one C (liljestrandinine), and three C (cochlearenine, paniculamine, and N-ethyl-1α-hydroxy-17-veratroyldictyzine) natural products from a common intermediate.
Decisions, decisions, decisions: the interplay between different retrosynthetic strategies in the synthesis of the highly bridged, polycyclic arcutane natural products.
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