The Journal of Organic Chemistry · 2013 · 32 citations · 39 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistryOrganometallic ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisOrganometallic SynthesisHeck ReactionRing-forming Reactions
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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Total Synthesis of (±)-Merrilactone A
Wei He, Jie Huang, Xiufeng Sun et al. · Journal of the American Chemical Society · 2007 · 152 citations