6533b855fe1ef96bd12afd5d

RESEARCH PRODUCT

ChemInform Abstract: Enantioselective Synthesis of α-Quaternary Amino Acids by Alkylation of Deprotonated α-Aminonitriles.

Isabelle NetzTill OpatzMurat Kucukdisli

subject

chemistry.chemical_classificationChiral auxiliarychemistry.chemical_compoundHydrolysisDeprotonationchemistryStrecker amino acid synthesisEnantioselective synthesisGeneral MedicineAlkylationEnantiomeric excessMedicinal chemistryAmino acid

description

An α-alkylation of deprotonated α-amino nitriles, prepared from chiral phenyldioxanamine (I) by Strecker reaction, leads to α-quaternary arylglycines with high optical purity after hydrolysis and oxidative cleavage of the chiral auxiliary.

https://doi.org/10.1002/chin.201545092