Crossref Cited-by Linking logo

Collect. Czech. Chem. Commun. 1993, 58, 2180-2196
https://doi.org/10.1135/cccc19932180

[5-(Adenin-9-yl)-5-deoxy-L-pentofuranosyl]phosphonates - A Novel Type of Nucleotide Analogs Related to HPMPA. II. Synthesis of L-ribo and L-xylo Configurated Derivatives by Recyclization of Diethyl (5-RS)-[1,2-O-Isopropylidene-5-O-methanesulfonyl-D-pentofuranos-5-C-yl]phosphonates under Acidic Conditions

Miroslav Otmar, Ivan Rosenberg, Milena Masojídková and Antonín Holý

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic

Crossref Cited-by Linking

  • Petrová Magdalena, Buděšínský Miloš, Klepetářová Blanka, Rosenberg Ivan: 5′-Epimeric 3′-deoxy-3′,4′-didehydronucleoside-5′-C-phosphonates: synthesis and structural assignment by NMR and X-ray analyses. Tetrahedron 2011, 67, 4227. <https://doi.org/10.1016/j.tet.2011.04.037>
  • Poláková Ivana, Buděšínský Miloš, Točík Zdeněk, Rosenberg Ivan: Tetrofuranose nucleoside phosphonic acids: Synthesis and properties. Collect. Czech. Chem. Commun. 2011, 76, 503. <https://doi.org/10.1135/cccc2011038>
  • Pressová Martina, Buděšínský Miloš, Košiová Ivana, Kopecký Vladimír, Cvačka Josef, Kašička Václav, Šimák Ondřej, Točík Zdeněk, Rosenberg Ivan: Oligomerization of adenosin-5′-O-ylmethylphosphonate, an isopolar AMP analogue: Evaluation of the route to short oligoadenylates. Biopolymers 2010, 93, 277. <https://doi.org/10.1002/bip.21329>
  • OTMAR M., ROSENBERG I., MASOJIDKOVA M., HOLY A.: ChemInform Abstract: (5-(Adenin-9-yl)-5-deoxy-L-pentofuranosyl)phosphonates - A Novel Type of Nucleotide Analogues Related to HPMPA. Part 2. Synthesis of L-Ribo and L-Xylo Configurated Derivatives by Recyclization of Diethyl (5-RS)- (1,2-O-Isopropylidene-. ChemInform 2010, 25, no. <https://doi.org/10.1002/chin.199403226>
  • Wróblewski Andrzej E., Bąk-Sypień Irena I.: New analogues of fosfomycin—synthesis of diethyl (1R,2R)- and (1S,2R)-1,2-epoxy-3-hydroxypropylphosphonates. Tetrahedron: Asymmetry 2007, 18, 520. <https://doi.org/10.1016/j.tetasy.2007.02.006>
  • Wróblewski Andrzej E., Bąk-Sypień Irena I.: Studies towards the synthesis of (1R,2S)- and (1S,2S)-1,2-epoxy-3-hydroxypropylphosphonates and (1S,2S)- and (1R,2S)-2,3-epoxy-1-hydroxypropylphosphonates. Tetrahedron: Asymmetry 2007, 18, 2218. <https://doi.org/10.1016/j.tetasy.2007.09.003>
  • Králíková Šárka, Buděšínký Miloš, Masojídková Milena, Rosenberg Ivan: Nucleoside 5′-C-phosphonates: reactivity of the α-hydroxyphosphonate moiety. Tetrahedron 2006, 62, 4917. <https://doi.org/10.1016/j.tet.2006.03.008>
  • Králíková Šárka, Buděšínský Miloš, Tomečková Ivana, Rosenberg Ivan: Oxidative cleavage of ribofuranose 5-(α-hydroxyphosphonates): a route to erythrofuranose-based nucleoside phosphonic acids. Tetrahedron 2006, 62, 9742. <https://doi.org/10.1016/j.tet.2006.07.056>
  • Králíková Šárka, Masojídková Milena, Buděšínský Miloš, Rosenberg Ivan: Study on Reactivity and Protection of the α-Hydroxyphosphonate Moiety in 5′-Nucleotide Analogues: Formation of the 3′-O-P-C(OH)-C4′ Internucleotide Linkage. Nucleosides, Nucleotides and Nucleic Acids 2003, 22, 329. <https://doi.org/10.1081/NCN-120021432>
  • Pressová Martina, Liboska Radek, Buděšínský Miloš, Králíková Šárka, Kavenová Ivana, Rosenberg Ivan: Oligomerization Aiming at Phosphonate Analogues of Oligoadenylates. Nucleosides, Nucleotides and Nucleic Acids 2003, 22, 1049. <https://doi.org/10.1081/NCN-120022733>
  • Paquette Leo A., Cunière Nicolas: Diastereoselectivity Control in the Zirconocene-Mediated Ring Contraction of 4-Vinylfuranosides to Enantiopure Multiply Functionalized Cyclobutanes. Org. Lett. 2002, 4, 1927. <https://doi.org/10.1021/ol020063h>
  • Nguyen-ba N., Chan L., Quimpère M., Turcotte N., Lee N., Mitchell H., Bédard J.: Design and SAR Study of a Novel Class of Nucleotide Analogues as Potent Anti-HCMV Agents. Nucleosides and Nucleotides 1999, 18, 821. <https://doi.org/10.1080/15257779908041570>
  • Nguyen-Ba Paul, Turcotte Nathalie, Yuen Leonard, Bédard Jean, Quimpère Miguel, Chan Laval: Identification of novel nucleotide phosphonate analogs with potent anti-HCMV activity. Bioorganic & Medicinal Chemistry Letters 1998, 8, 3561. <https://doi.org/10.1016/S0960-894X(98)00649-0>