6533b836fe1ef96bd12a1450

RESEARCH PRODUCT

An Efficient Synthesis of γ-Aminoacids and Attempts to Drive Its Enantioselectivity

Salvador GilMargarita ParraPablo Rodriguez

subject

BromoacetonitrileAcetonitrilesenediolateCarboxylic acidCarboxylic AcidsPharmaceutical Scienceregioselectivity.ArticleAnalytical Chemistrylcsh:QD241-441GABAlcsh:Organic chemistryDrug DiscoveryOrganic chemistryPhysical and Theoretical ChemistryAmino AcidsPhenylacetateschemistry.chemical_classificationOrganic Chemistryγ-aminoacidsRegioselectivityStereoisomerismCombinatorial chemistryAmideschemistryChemistry (miscellaneous)regioselectivityMolecular Medicineγ-aminoacidsbromoacetonitrile

description

Addition of carboxylic acid dianions to bromoacetonitrile lead, in good yields,to the corresponding gamma-cyanoacids, which on hydrogenation yielded gamma-amino acids. This two step methodology improves upon previously described results. Poor e.e's resultedfrom our attempts to drive the enantioselectivity of this transformation by chiral amide induction.

10.3390/molecules13040716http://www.mdpi.com/1420-3049/13/4/716/