6533b82dfe1ef96bd12911a8

RESEARCH PRODUCT

Selective Synthesis of New Fluorinated Alicyclic β-Amino Ester Stereoisomers

Santos FusteroEnikő ForróFerenc FülöpFerenc FülöpLoránd Kiss

subject

chemistry.chemical_classificationStereochemistryOrganic ChemistryCyclohexeneRegioselectivityAmino acidHydroxylationchemistry.chemical_compoundAlicyclic compoundEnantiopure drugchemistryOrganic chemistryStereoselectivityPhysical and Theoretical ChemistryEnantiomer

description

New fluorinated alicyclic β-amino ester stereoisomers with a cyclohexene or cyclohexane skeleton were prepared from cis- or trans-2-aminocyclohex-3-enecarboxylic acids in five or six steps through a regio- and stereoselective hydroxylation and hydroxy–fluorine exchange. Fluorinated aminoester enantiomers were synthesized from enantiopure cis- or trans-2-aminocyclohexenecarboxylic acid (prepared byenzymatic resolution of the racemic substances).

https://doi.org/10.1002/ejoc.201100583