Work

Synthesis and Reactivity of Alkyl-1,1,1-trisphosphonate Esters

Year: 2011

Type: article

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.

Source: The Journal of Organic Chemistry

DOI: 10.1021/jo201523w

Authors: Jacqueline P. Smits, David F. Wiemer

Institution: University of Iowa

Language: English

Topic: Organophosphorus compounds synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Institutes of Health, National Institute of General Medical Sciences

Award: Predoctoral Training in the Pharmacological Sciences