title: Synthesis and reactivity of alkyl-1,1,1-trisphosphonate esters.
abstract: The α-trisphosphonic acid esters provide a unique spatial arrangement of three phosphonate groups and may represent an attractive motif for inhibitors of enzymes that utilize di- or triphosphate substrates. To advance studies of this unique functionality, a general route to alkyl derivatives of the parent system (R = H) has been developed. A set of new α-alkyl-1,1,1-trisphosphonate esters has been prepared through phosphinylation and subsequent oxidation of tetraethyl alkylbisphosphonates, and the reactivity of these new compounds has been studied in representative reactions that afford additional examples of this functionality.
authors.affiliation: Department of Chemistry, University of Iowa, Iowa City, Iowa 52242-1294, United States.
authors.forename: Jacqueline P
authors.initials: JP
authors.lastname: Smits
authors.forename: David F
authors.initials: DF
authors.lastname: Wiemer
mesh_terms: D004952:Esters; D015394:Molecular Structure; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry*; D010084:Oxidation-Reduction; D010746:Phosphonoacetic Acid / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D004952:Esters; D063065:Organophosphonates; D010746:Phosphonoacetic Acid