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Asymmetric synthesis of functionalized tetrahydrofluorenones via an NHC-catalyzed homoenolate Michael addition

2018

The first example of an N-heterocyclic carbene-catalyzed asymmetric desymmetrization of enal-tethered cyclohexadienones via an intramolecular homoenolate Michael addition/esterification reaction is described. This new protocol offers a direct entry to various functionalized tetrahydrofluorenones with three contiguous stereocenters in high yields, good diastereoselectivities and excellent enantioselectivities.

aromaattiset yhdisteet010402 general chemistry01 natural sciencesDesymmetrizationCatalysisStereocenterCatalysisDirect entryMaterials Chemistryta116kemiallinen synteesi010405 organic chemistryChemistryaromatic compoundsMetals and AlloysEnantioselective synthesisGeneral ChemistryCombinatorial chemistry0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsIntramolecular forceCeramics and CompositesMichael reactionEsterification reactionchemical synthesisChemical Communications

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PEPhysical Sciences and Engineering
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LSLife Sciences
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SHSocial Sciences and Humanities
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