title: Novel syntheses of chiral beta- and gamma-amino acid derivatives utilizing N-protected (aminoacyl)benzotriazoles from aspartic and glutamic acids.
abstract: Friedel-Crafts reactions of N-protected (alpha-aminoacyl)benzotriazoles with hetero- and benzenoid- aromatics give alpha-amino ketones that can be reduced by either triethyl silane or sodium borohydride to form the corresponding beta- and gamma-amino acid derivatives. The preservation of chirality throughout this process is confirmed by chiral HPLC results.
authors.affiliation: Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA. katritzky@chem.ufl.edu
authors.forename: Alan R
authors.initials: AR
authors.lastname: Katritzky
authors.forename: Hui
authors.initials: H
authors.lastname: Tao
authors.forename: Rong
authors.initials: R
authors.lastname: Jiang
authors.forename: Kazuyuki
authors.initials: K
authors.lastname: Suzuki
authors.forename: Kostyantyn
authors.initials: K
authors.lastname: Kirichenko
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D001224:Aspartic Acid / Q000737:chemistry*; D018698:Glutamic Acid / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D014230:Triazoles; D001224:Aspartic Acid; D018698:Glutamic Acid; C012771:benzotriazole