6533b7dafe1ef96bd126ea7b
RESEARCH PRODUCT
Functionalized Dialdehydes as Promising Scaffolds for Access to Heterocycles and β-Amino Acids: Synthesis of Fluorinated Piperidine and Azepane Derivatives
Santos FusteroLoránd KissFerenc FülöpFerenc FülöpRenata Anita Abrahamisubject
chemistry.chemical_classification010405 organic chemistryOrganic ChemistryAlkylation010402 general chemistryRing (chemistry)Cleavage (embryo)01 natural sciencesCatalysis0104 chemical sciencesAmino acidchemistry.chemical_compoundAlicyclic compoundchemistryAzepaneBioorganic chemistryOrganic chemistryPiperidinedescription
Functionalized dialdehydes are considered important substrates that can be transformed into various substituted heterocyclic, alicyclic, and polysubstituted compounds. Here, we report a robust stereocontrolled procedure for the synthesis of novel functionalized trifluoromethyl-containing piperidine and azepane derivatives, based on oxidative ring cleavage of the C=C bond of diversely substituted cycloalkenes, followed by reductive ring closure of the diformyl intermediates in the presence of fluorine-containing amines.
year | journal | country | edition | language |
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2017-01-24 | Synthesis |