Journal of the Chemical Society Chemical Communications · 1987 · 15 citations · 0 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganic ChemistryHeterocycle SynthesisHeterocyclic ChemistryMacrocycle SynthesisOrganic SynthesisRetrosynthetic AnalysisStereochemical OptimizationAsymmetric C-c Bond FormationAsymmetric Heterocycle SynthesisAsymmetric StrategyAsymmetric SynthesisConfiguration At Chiral CentersSpirocyclic ScaffoldsStereoselective Cross-coupling
Excellent stereocontrol during the ene-type coupling between diene–Fe(CO)3 groups and alkenes can be achieved by appropriate substitution at C(5) of the diene ring, allowing the preparation of spirolactams and spirolactones in enantiomerically pure form, thus showing the cyclization reaction to be a valuable tool in the asymmetric construction of quaternary and spiro carbon centres.