Publication | Closed Access
N‐Heterocyclic Carbene Catalyzed [4+2] Annulation of Enals via a Double Vinylogous Michael Addition: Asymmetric Synthesis of 3,5‐Diaryl Cyclohexenones
90
Citations
78
References
2017
Year
Chemical EngineeringNovel OrganocatalystsEngineeringSubstituted CyclohexenonesHeterocyclicNatural SciencesDiversity-oriented SynthesisAsymmetric SynthesisN‐heterocyclic Carbene CatalyzedOrganic ChemistryCatalysisChemistryHeterocycle ChemistryAsymmetric CatalysisEnantioselective SynthesisNhc Organocatalysis
Abstract A strategy for the N‐heterocyclic carbene (NHC) catalyzed asymmetric synthesis of 3,5‐diaryl substituted cyclohexenones has been developed via oxidative [4+2] annulation of enals and alkenylisoxazoles. It is the first example of using NHC organocatalysis in a double vinylogous Michael type reaction, a challenging but highly desirable topic. This unprecedented protocol affords good yields as well as high to excellent diastereo‐ and enantioselectivities.
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