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Catalytic Enantioselective 1,3‐Dipolar Cycloaddition Reaction of Azomethine Ylides and Alkenes: The Direct Strategy To Prepare Enantioenriched Highly Substituted Proline Derivatives
292
Citations
17
References
2005
Year
Proline DerivativesAsymmetric CatalysisEnantioselective SynthesisDerivativesEngineeringHeterocyclicOrganic ChemistryCycloaddition ReactionCatalysisStereoselective SynthesisChemistryHeterocycle ChemistryChiral Metal ComplexesDirect HitCatalytic Enantioselective 1,3‐DipolarDirect StrategyBiomolecular Engineering
A direct hit! The asymmetric 1,3-dipolar cycloaddition of azomethine ylides (from imines A; EWG=electron-withdrawing group) and electrophilic alkenes B using chiral metal complexes in substoichiometric amounts provides a direct stereoselective synthesis of pyrrolidine or proline derivatives. The successful ligand/metal cation couples are rationalized on the basis of recently published results.
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