The Journal of Organic Chemistry · 2004 · 40 citations · 24 references
PharmacyChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryAlkaloid BiosynthesisHeterocycle SynthesisHeterocyclic ChemistryRetrosynthetic AnalysisAlkaloid Skeleton FormationIndole AlkaloidsIndole ChemistryIndole DerivativesIndole SynthesisPlant Alkaloids
The synthesis of indoles bearing alkenyl and alkynyl moieties in different positions of the nucleus is described. These compounds are used as substrates for the intermolecular Pauson-Khand reaction leading to tetracyclic cyclopentenones with formation of additional five- to seven-membered rings. Products are related to alkaloids such as mitosenes, clausines, ergotamines, or apogeissochizines.
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