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RESEARCH PRODUCT
Efficient regio- and stereoselective access to novel fluorinated ?-aminocyclohexanecarboxylates
Loránd KissSantos FusteroMelinda NonnFerenc FülöpReijo Sillanpääsubject
stereoselective reactionDouble bondStereochemistrychemistry.chemical_elementaminohapotRing (chemistry)Full Research PaperhydroxylationHydroxylationlcsh:QD241-441chemistry.chemical_compoundlcsh:Organic chemistryepoxidationlcsh:Scienceta116chemistry.chemical_classificationamino acidsOrganic ChemistryfluorinationAmino acidChemistrychemistryFluorineStereoselectivitylcsh:Qdescription
A regio- and stereoselective method has been developed for the synthesis of novel fluorinated 2-aminocyclohexanecarboxylic acid derivatives with the fluorine attached to position 4 of the ring. The synthesis starts from either cis- or trans-β-aminocyclohex-4-enecarboxylic acids and involves regio- and stereoselective transformation of the ring C–C double bond through iodooxazine formation and hydroxylation, followed by hydroxy–fluorine or oxo–fluorine exchange.
year | journal | country | edition | language |
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2013-06-01 | Beilstein Journal of Organic Chemistry |