Publication | Closed Access
Utilization of CO<sub>2</sub> as a C1 Building Block in a Tandem Asymmetric A<sup>3</sup> Coupling-Carboxylative Cyclization Sequence to 2-Oxazolidinones
91
Citations
79
References
2017
Year
Cross-coupling ReactionEngineeringC1 Building BlockNatural SciencesDiversity-oriented SynthesisCoupling-carboxylative Cyclization SequenceTandem Asymmetric Aldehyde–alkyne–amineOrganic ChemistryOrganometallic CatalysisCatalysisCopper SpeciesChemistryHeterocycle ChemistryAsymmetric CatalysisEnantioselective SynthesisBiomolecular Engineering
We report a tandem asymmetric aldehyde–alkyne–amine (A3) coupling-carboxylative cyclization sequence for the highly enantioselective synthesis of chiral N-aryl 2-oxazolidinones. This is a rare example of a multicatalyst-promoted asymmetric tandem reaction using CO2 as a C1 synthon. Notably, the copper species and ligand from the upstream A3 reaction are internally reused to facilitate the downstream silver-catalyzed carboxylative cyclization.
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