6533b854fe1ef96bd12afc91

RESEARCH PRODUCT

Diversity-Oriented Stereocontrolled Synthesis of Some Piperidine- and Azepane-Based Fluorine-Containing β-Amino Acid Derivatives

Matti HaukkaEnikő ForróDominika KaraLoránd KissMelinda NonnMelinda NonnLamiaa Ouchakour

subject

chemistry.chemical_classification010405 organic chemistryStereochemistryOrganic ChemistryFluorine containing010402 general chemistryCleavage (embryo)Ring (chemistry)01 natural sciencesReductive aminationCatalysis0104 chemical sciencesAmino acidchemistry.chemical_compoundchemistryAzepanePiperidineSelectivity

description

AbstractStructural diversity-oriented synthesis of some azaheterocyclic β-amino acid derivatives has been accomplished by selective functionalization of readily available cyclodienes. The stereocontrolled synthetic concept was based on the oxidative ring cleavage of unsaturated cyclic β-amino acids derived from cycloalkadiene, followed by ring closing with double reductive amination, which furnished some conformationally restricted β-amino acid derivatives with a piperidine or azepane core.

https://doi.org/10.1055/s-0040-1706637