title: Sequential deoxyfluorination approach for the synthesis of protected α,β,γ-trifluoro-δ-amino acids.
abstract: Backbone-homologated amino acids have been synthesized, containing three vicinal fluorine atoms placed stereospecifically along the carbon chain. Different trifluoro stereoisomers are found to have contrasting conformations, consistent with known stereoelectronic effects associated with C-F bonds.
authors.affiliation: School of Chemistry and Mark Wainwright Analytical Centre, The University of New South Wales , Sydney, NSW 2052, Australia , and School of Chemistry, The University of Sydney , Sydney, NSW 2006, Australia.
authors.forename: Raju
authors.initials: R
authors.lastname: Cheerlavancha
authors.forename: Aggie
authors.initials: A
authors.lastname: Lawer
authors.forename: Marina
authors.initials: M
authors.lastname: Cagnes
authors.forename: Mohan
authors.initials: M
authors.lastname: Bhadbhade
authors.forename: Luke
authors.initials: L
authors.lastname: Hunter
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry; D005461:Fluorine / Q000737:chemistry*; D054879:Halogenation; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D005461:Fluorine