Publication | Open Access
Highly Enantioselective Dearomatizing Formal [3+3] Cycloaddition Reactions of <i>N</i>‐Acyliminopyridinium Ylides with Electrophilic Enol Carbene Intermediates
91
Citations
63
References
2013
Year
Chemical EngineeringEngineeringHeterocyclicMetal Enol CarbenesRhii CatalystEnol DiazoacetatesOrganic ChemistryOrganometallic CatalysisCatalysisStereoselective SynthesisChemistryAsymmetric CatalysisEnantioselective SynthesisBiomolecular Engineering
Extrusion of dinitrogen from enol diazoacetates with a RhII catalyst generates metal enol carbenes. Subsequent vinylogous addition of these to N-acyliminopyridinium ylides results in an effective formal [3+3] cycloaddition to give highly substituted 1,2,3,6-tetrahydropyridazines in up to 98 % ee and high yield.
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