Publication | Closed Access
Asymmetric Intramolecular Oxa‐Michael Reactions of Cyclohexadienones Catalyzed by a Primary Amine Salt
123
Citations
109
References
2012
Year
Primary Amine SaltEngineeringHeterocyclicBiochemistryNatural SciencesIminium ActivationStereoselective AccessOrganic ChemistryCatalysisStereoselective SynthesisChemistryHeterocycle ChemistryMultiple Chiral CentersAsymmetric CatalysisCyclohexadienones CatalyzedEnantioselective SynthesisBiomolecular Engineering
Michael brings the rings: An asymmetric intramolecular oxa-Michael reaction involving iminium activation has been developed. This reaction provides enantioenriched 1,4-dioxane derivatives with up to 99 % yield and 98 % ee. The method allows for concise and stereoselective access to stereodiverse, complex tetracyclic compounds containing a bicyclo[2.2.2]octan-2-one backbone with multiple chiral centers.
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