Organic Letters · 2017 · 72 citations · 69 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsMacrocycle SynthesisOrganic SynthesisAsymmetric Heterocycle SynthesisFive-membered HeterocyclesHeterocycle FunctionalizationTransition-metal-catalyzed Heterocycle Synthesis
Palladium-catalyzed [5 + 2] cycloaddition of 2-aryl-2-vinyloxiranes with sulfamate-derived cyclic imines is described. The zwitterionic allylpalladium intermediates act as five-membered synthon to react with sulfamate-derived cyclic imines to furnish [5 + 2] cycloaddition, giving 1,3-oxazepine derivatives in moderate to excellent yields with excellent regioselectivities.
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A. Decortes, Marta Martı́nez Belmonte, Jordi Benet‐Buchholz et al. · Chemical Communications · 2010 · 283 citations