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Problem Addressed

Hexahydropyrroloindole alkaloids, including oligocyclotryptamines, are structurally complex, naturally occurring chemicals with a wide range of therapeutically relevant properties, including antibacterial, antifugal, anticancer, and analgesic activity. However, the biological activity of oligocyclotryptamines is highly dependent on the enantiomeric form of the molecule, and the rare oligocyclotryptamines found in nature exist as a mix of enantiomers. Additionally, the presence of multiple stereocenters makes chemical synthesis of pure enantiomers nearly impossible, and therefore, the potential therapeutic properties of oligocyclotryptamines have remained largely unexplored.