6533b831fe1ef96bd1299842
RESEARCH PRODUCT
Enantioselective Synthesis of α-Quaternary Amino Acids by Alkylation of Deprotonated α-Aminonitriles.
Murat KucukdisliIsabelle NetzTill Opatzsubject
chemistry.chemical_classificationAlkylationMolecular StructureChemistryOrganic ChemistryStrecker amino acid synthesisEnantioselective synthesisStereoisomerismAlkylationCatalysislaw.inventionAmino acidDioxanesDeprotonationlawNitrilesOrganic chemistryCrystallizationAmino AcidsProtonsEnantiomeric excessdescription
A series of α-quaternary arylglycines were prepared in high optical purity (up to 98% ee) by α-alkylation of deprotonated α-aminonitriles derived by the Strecker reaction from (4S,5S)-5-amino-2,2-dimethyl-4-phenyl-1,3-dioxane. The procedure includes only chromatographic purification of the final products and is devoid of chromatography or crystallization operations on intermediates to raise the optical purity.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2015-05-30 | The Journal of organic chemistry |