6533b822fe1ef96bd127d700
RESEARCH PRODUCT
An Insight into Substrate-Dependent Fluorination of some Highly Substituted Alicyclic Scaffolds
Santos FusteroReijo SillanpääCsaba VassFerenc FülöpFerenc FülöpMelinda NonnLoránd KissÁGnes PetrovszkiMatti Haukkasubject
chemistry.chemical_classificationheterocyclescyclizationDouble bond010405 organic chemistrySubstrate (chemistry)chemistry.chemical_elementGeneral Chemistryaminohapot010402 general chemistryRing (chemistry)01 natural scienceslactones0104 chemical sciencesAmino acidchemistry.chemical_compoundAlicyclic compoundchemistryfluorineamiamino acidsFluorineOrganic chemistryCyclopentaneta116Norbornenedescription
The substrate-dependent fluorination of some highly-functionalized cyclopentane derivatives with multiple chiral centers has been investigated. The key steps of the stereocontrolled syntheses are the oxidative cleavage of the ring carbon–carbon double bond of readily available diexo or diendo norbornene β-amino acid derivatives followed by transformation of the resulted dialdehyde stereoisomers by reduction. Finally, substrate-directable chemodifferentiation of different types of hydroxy groups under fluorination procedures gave various densely functionalized alicyclic derivatives or heterocycles.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-04-03 | ChemistrySelect |