title: Highly enantioselective synthesis of (S)-alpha-alkyl-alpha,beta-diaminopropionic acids via asymmetric phase-transfer catalytic alkylation of 2-phenyl-2-imidazoline-4-carboxylic acid tert-butyl esters.
abstract: An efficient enantioselective synthetic method for (S)-alpha-alkyl-alpha,beta-diaminopropionic acid is reported. The asymmetric phase-transfer catalytic alkylation of N(1)-Boc-2-phenyl-2-imidazoline-4-carboxylic acid tert -butyl ester in the presence of chiral quaternary ammonium catalyst gave the corresponding alkylated products (93-98% ee) which could be transformed to enantioenriched alpha-alkyl-alpha,beta-diaminopropionic acids.
authors.affiliation: Research Institute of Pharmaceutical Sciences and College of Pharmacy, Seoul National University, Seoul 151-742, Korea.
authors.forename: Yohan
authors.initials: Y
authors.lastname: Park
authors.forename: Sukhoon
authors.initials: S
authors.lastname: Kang
authors.forename: Young Ju
authors.initials: YJ
authors.lastname: Lee
authors.forename: Taek-Soo
authors.initials: TS
authors.lastname: Kim
authors.forename: Byeong-Seon
authors.initials: BS
authors.lastname: Jeong
authors.forename: Hyeung-geun
authors.initials: HG
authors.lastname: Park
authors.forename: Sang-sup
authors.initials: SS
authors.lastname: Jew
mesh_terms: D000478:Alkylation; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D013237:Stereoisomerism; D015091:beta-Alanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D015091:beta-Alanine; C011757:2,3-diaminopropionic acid