Angewandte Chemie · 2017 · 28 citations · 35 references
Chemical EngineeringEnantioselective SynthesisDerivativesEngineeringHeterocyclicNatural SciencesDiversity-oriented SynthesisAbstract Vinyl TriazenesOrganic ChemistryVinyl TriazenesCatalysisTriazene FunctionalityChemistryAsymmetric CatalysisSynthetic ChemistryRu Ii Catalyst
Abstract Vinyl triazenes were obtained by enantioselective [2+2] cycloaddition reactions of bicyclic alkenes with 1‐alkynyl triazenes in the presence of a Ru II catalyst with a chiral cyclopentadienyl ligand. These triazenes serve as unique vinyl cation surrogates. Under acidic conditions, the triazene functionality can be replaced with a variety of groups, including halides, alkoxides, sulfoxides, amides, arenes, and heteroarenes, thus providing efficient access to a pool of chiral polycyclic compounds.
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Tobias Seiser, Tanguy Saget, Duc N. Tran et al. · Angewandte Chemie International Edition · 2011 · 583 citations · Full text