Abstract
An efficient formal synthesis of (±)-cycloclavine is achieved in seven steps and 27% overall yield from the known 2-(4-bromo-1-tosyl-1H-indol-3-yl)acetaldehyde. Key features include an iron(III)-catalyzed aza-Cope–Mannich cyclization and an intramolecular Heck reaction or a self-terminating 6-exo-trig aryl radical–alkene cyclization.
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