Development of a β‑C–H Bromination Approach toward the Synthesis of Jerantinine E

The development of
an asymmetric and highly convergent three-component
synthesis of the functionalized ABC ring system of the Aspidosperma alkaloid jerantinine E is reported. The presented synthetic strategy
relies on our recently developed method for the one-pot β-C–H
bromination of enones, which allows for rapid construction of the
tricyclic tetrahydro­carbazolone core via a palladium-catalyzed
amination and oxidative indole formation. Moreover, a secondary amine
building block that contains all carbon atoms of the D and E ring
of the natural product could be installed in three additional steps.