European Journal of Organic Chemistry · 2010 · 33 citations · 24 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsMacrocycle SynthesisCyclopropanation ReactionsGroup-based ProtectionLactam SynthesisMild Reaction ConditionsProtecting Group ChemistryStereochemical Modification
Abstract Unsaturated δ‐lactams are cyclopropanated with the aid of diazo compound decomposition catalysed by metal complexes. A study of the reaction conditions, stereochemical outcome and group protection is reported. The resulting bicyclic products are related to bioactive compounds. Transformation into thiolactams facilitates the separation of the different isomers obtained and the removal of the protecting group. The cyclopropanation reaction works with diverse diazo compounds.
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Recent studies on the reactions of α-diazocarbonyl compounds
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Synthesis of cyclopropane containing natural products
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Hélène Pellissier · Tetrahedron · 2008 · 562 citations