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The shortest strategy for generating phosphonate prodrugs by olefin cross-metathesis : application to acyclonucleoside phosphonates

Author
Organization
Abstract
A short synthetic route to phosphonate prodrugs by olefin cross-metathesis, which uses either (acyloxymethyl) or (hexadecyloxypropyl) allylphosphonate building blocks is described. A study of eight ruthenium catalysts including the Ruindenylidene catalyst, which bears the N-heterocyclic carbene 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene, was undertaken. This method was applied to the synthesis of acyclonucleoside phosphonate prodrugs. This strategy is appealing for further uses in pharmaceutical and medicinal research.
Keywords
Medicinal chemistry, Prodrugs, Drug design, Antiviral agents, Meta-thesis, Phosphonate synthons, Acyclonucleoside phosphonates, :N-HETEROCYCLIC CARBENES, RING-CLOSING METATHESIS, ACYCLIC NUCLEOSIDE PHOSPHONATES, RUTHENIUM CATALYSTS, ANTIVIRAL ACTIVITY, IMIDAZOLIN-2-YLIDENE LIGANDS, NUCLEOPHILIC CARBENE, COMPLEXES, EFFICIENT, BEARING

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MLA
Pradere, Ugo, et al. “The Shortest Strategy for Generating Phosphonate Prodrugs by Olefin Cross-Metathesis : Application to Acyclonucleoside Phosphonates.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, no. 36, 2011, pp. 7324–30.
APA
Pradere, U., Clavier, H., Roy, V., Nolan, S., & Agrofoglio, L. A. (2011). The shortest strategy for generating phosphonate prodrugs by olefin cross-metathesis : application to acyclonucleoside phosphonates. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (36), 7324–7330.
Chicago author-date
Pradere, Ugo, Herve Clavier, Vincent Roy, Steven Nolan, and Luigi A Agrofoglio. 2011. “The Shortest Strategy for Generating Phosphonate Prodrugs by Olefin Cross-Metathesis : Application to Acyclonucleoside Phosphonates.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, no. 36: 7324–30.
Chicago author-date (all authors)
Pradere, Ugo, Herve Clavier, Vincent Roy, Steven Nolan, and Luigi A Agrofoglio. 2011. “The Shortest Strategy for Generating Phosphonate Prodrugs by Olefin Cross-Metathesis : Application to Acyclonucleoside Phosphonates.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (36): 7324–7330.
Vancouver
1.
Pradere U, Clavier H, Roy V, Nolan S, Agrofoglio LA. The shortest strategy for generating phosphonate prodrugs by olefin cross-metathesis : application to acyclonucleoside phosphonates. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2011;(36):7324–30.
IEEE
[1]
U. Pradere, H. Clavier, V. Roy, S. Nolan, and L. A. Agrofoglio, “The shortest strategy for generating phosphonate prodrugs by olefin cross-metathesis : application to acyclonucleoside phosphonates,” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, no. 36, pp. 7324–7330, 2011.
@article{8168981,
  abstract     = {A short synthetic route to phosphonate prodrugs by olefin cross-metathesis, which uses either (acyloxymethyl) or (hexadecyloxypropyl) allylphosphonate building blocks is described. A study of eight ruthenium catalysts including the Ruindenylidene catalyst, which bears the N-heterocyclic carbene 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene, was undertaken. This method was applied to the synthesis of acyclonucleoside phosphonate prodrugs. This strategy is appealing for further uses in pharmaceutical and medicinal research.},
  author       = {Pradere, Ugo and Clavier, Herve and Roy, Vincent and Nolan, Steven and Agrofoglio, Luigi A},
  issn         = {1434-193X},
  journal      = {EUROPEAN JOURNAL OF ORGANIC CHEMISTRY},
  keywords     = {Medicinal chemistry,Prodrugs,Drug design,Antiviral agents,Meta-thesis,Phosphonate synthons,Acyclonucleoside phosphonates,:N-HETEROCYCLIC CARBENES,RING-CLOSING METATHESIS,ACYCLIC NUCLEOSIDE PHOSPHONATES,RUTHENIUM CATALYSTS,ANTIVIRAL ACTIVITY,IMIDAZOLIN-2-YLIDENE LIGANDS,NUCLEOPHILIC CARBENE,COMPLEXES,EFFICIENT,BEARING},
  language     = {eng},
  number       = {36},
  pages        = {7324--7330},
  title        = {The shortest strategy for generating phosphonate prodrugs by olefin cross-metathesis : application to acyclonucleoside phosphonates},
  url          = {http://dx.doi.org/10.1002/ejoc.201101111},
  year         = {2011},
}

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