title: Catalytic route to the synthesis of optically active beta,beta-difluoroglutamic acid and beta,beta-difluoroproline derivatives.
abstract: Beta,beta-difluorinated amino acid derivatives were synthesized via Mg(0)-promoted defluorination of alpha-trifluoromethyl iminoester. Bromination of the difluoroenamine afforded the bromodifluoromethyl iminoester in good yield. Pd-catalyzed asymmetric hydrogenation of the bromodifluoromethyl iminoester and the subsequent transformations provided optically active beta,beta-difluoroglutamic acid and beta,beta-difluoroproline derivatives.
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Okayama University, 3-1-1 Tsushimanaka, Okayama 700-8530, Japan.
authors.forename: Atsushi
authors.initials: A
authors.lastname: Suzuki
authors.forename: Masayuki
authors.initials: M
authors.lastname: Mae
authors.forename: Hideki
authors.initials: H
authors.lastname: Amii
authors.forename: Kenji
authors.initials: K
authors.lastname: Uneyama
mesh_terms: D002384:Catalysis; D005971:Glutamates / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005971:Glutamates; C065405:3,3-difluoroglutamate; D011392:Proline