Organic Letters · 2007 · 104 citations · 12 references
PharmacyChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryDiversity-oriented SynthesisHeterocycle SynthesisHeterocyclic ChemistryMacrocycle SynthesisOrganic SynthesisRetrosynthetic AnalysisHeck ReactionLactam MacrocyclesLactam SynthesisMacrocycle Library SynthesisMacrocyclic Library DesignMacrocyclic Library SynthesisRing-closing MetathesisX-ray Diffraction Analysis
Herein we report a concise protocol for the diastereoselective synthesis of novel bridged bicyclic lactams from commercially available components by the sequence of Ugi, ring-closing metathesis (RCM), and Heck reactions. X-ray diffraction studies revealed that the bicyclic products contain varying degrees of pyramidalization of the bridgehead nitrogen atom.
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F.K. Winkler, Jack D. Dunitz · Journal of Molecular Biology · 1971 · 362 citations
Amide group deformation in medium-ring lactams
J. D. Dunitz, F.K. Winkler · Acta Crystallographica Section B · 1975 · 118 citations
Short and Diverse Route Toward Complex Natural Product-Like Macrocycles
Barbara Beck, Gregor Larbig, Beatrice Mejat et al. · Organic Letters · 2003 · 107 citations