title: Highly efficient enantiospecific synthesis of imidazoline-containing amino acids using bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate.
abstract: A highly efficient enantiospecific synthesis of imidazoline-based amino acids is reported from dipeptides composed of a C-terminal beta-amino-alpha-amino acid residue using bis(triphenyl) oxodiphosphonium trifluoromethanesulfonate. These imidazolines were easily converted to imidazoles and incorporated into macrolactam analogues of bistratamide H without loss of stereochemical integrity.
authors.affiliation: Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, California 92037, USA.
authors.forename: Shu-Li
authors.initials: SL
authors.lastname: You
authors.forename: Jeffery W
authors.initials: JW
authors.lastname: Kelly
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis*; D007093:Imidazoles / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D007093:Imidazoles; D008698:Mesylates; D009943:Organophosphorus Compounds; C494538:bis(triphenyl) oxodiphosphonium trifluoromethanesulfonate