Journal article
Synthesis and reactivity of alkyl-1,1,1-trisphosphonate esters
Journal of organic chemistry, Vol.76(21), pp.8807-8813
11/04/2011
DOI: 10.1021/jo201523w
PMCID: PMC3967447
PMID: 21916407
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.
Details
- Title: Subtitle
- Synthesis and reactivity of alkyl-1,1,1-trisphosphonate esters
- Creators
- Jacqueline P Smits - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242-1294, United StatesDavid F Wiemer
- Resource Type
- Journal article
- Publication Details
- Journal of organic chemistry, Vol.76(21), pp.8807-8813
- DOI
- 10.1021/jo201523w
- PMID
- 21916407
- PMCID
- PMC3967447
- NLM abbreviation
- J Org Chem
- ISSN
- 0022-3263
- eISSN
- 1520-6904
- Publisher
- United States
- Grant note
- T32 GM067795-05 / NIGMS NIH HHS T32 GM067795 / NIGMS NIH HHS 2 T32 GM067795 / NIGMS NIH HHS
- Language
- English
- Date published
- 11/04/2011
- Academic Unit
- Neuroscience and Pharmacology; Chemistry
- Record Identifier
- 9983985994502771
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