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Collect. Czech. Chem. Commun. 1998, 63, 813-825
https://doi.org/10.1135/cccc19980813

Preparation of 2,3-Dideoxy-2,3-epimino and 3,4-Dideoxy-3,4-epimino Derivatives of 1,6-Anhydro-β-D-hexopyranoses by Mitsunobu Reaction

Jiří Kroutila, Tomáš Trnkaa, Miloš Buděšínskýb and Miloslav Černýa

a Department of Organic Chemistry, Charles University, 128 40 Prague 2, Czech Republic
b Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic

Crossref Cited-by Linking

  • Jakubec Martin, Císařová Ivana, Karban Jindřich, Sýkora Jan: The Effect of Deoxyfluorination on Intermolecular Interactions in the Crystal Structures of 1,6-Anhydro-2,3-epimino-hexopyranoses. Molecules 2022, 27, 278. <https://doi.org/10.3390/molecules27010278>
  • Karban Jindřich, Sýkora Jan, Kroutil Jiří, Císařová Ivana, Padělková Zdeňka, Buděšínský Miloš: Synthesis of All Configurational Isomers of 1,6-Anhydro-2,3,4-trideoxy-2,3-epimino-4-fluoro-β-d-hexopyranoses. J. Org. Chem. 2010, 75, 3443. <https://doi.org/10.1021/jo1000912>
  • Swamy K. C. Kumara, Kumar N. N. Bhuvan, Balaraman E., Kumar K. V. P. Pavan: Mitsunobu and Related Reactions: Advances and Applications. Chem. Rev. 2009, 109, 2551. <https://doi.org/10.1021/cr800278z>
  • Schulze Oliver, Voss Jürgen, Adiwidjaja Gunadi: Convenient preparation of 3,5-anhydro- and 2,5-anhydropentofuranosides, and 5,6-anhydro-d-glucofuranose by use of the Mitsunobu reaction. Carbohydrate Research 2005, 340, 587. <https://doi.org/10.1016/j.carres.2004.12.027>
  • Karban Jindřich, Buděšínský Miloš, Kroutil Jiří: Synthesis of 1,6-Anhydro-2,3,4-trideoxy-2,3-epimino- and 1,6-Anhydro-2,3,4-trideoxy-3,4-epimino-β-D-hexopyranoses and Their NMR and Infrared Spectra. Collect. Czech. Chem. Commun. 2004, 69, 1939. <https://doi.org/10.1135/cccc20041939>
  • Torrente Susana, Noya Beatriz, Branchadell Vicenç, Alonso Ricardo: Intra- and Intermolecular 1,3-Dipolar Cycloaddition of Sugar Ketonitrones with Mono-, Di-, and Trisubstituted Dipolarophiles. J. Org. Chem. 2003, 68, 4772. <https://doi.org/10.1021/jo034159g>
  • Karban Jindřich, Buděšínský Miloš, Černý Miloslav, Trnka Tomáš: Synthesis and NMR Spectra of 1,6-Anhydro-2,3-dideoxy-2,3-epimino- and 1,6-Anhydro-3,4-dideoxy-3,4-epimino-β-D-hexopyranoses. Collect. Czech. Chem. Commun. 2001, 66, 799. <https://doi.org/10.1135/cccc20010799>
  • Kroutil Jiri, Trnka Tomas, Cerny Miloslav: Selective N-Debenzylation of Benzylamino Derivatives of 1,6-Anhydro-β-d-hexopyranoses. Org. Lett. 2000, 2, 1681. <https://doi.org/10.1021/ol005746g>
  • Moravcová Jitka, Špilová Lucie, Čapková Jindra, Chery Florence, Rollin Patrick: Mitsunobu Transformations of 1,2-O-Isopropylidene-α-D-pentofuranoses Mediated by Zinc Salts. Collect. Czech. Chem. Commun. 2000, 65, 1745. <https://doi.org/10.1135/cccc20001745>
  • KROUTIL J., TRNKA T., BUDESINSKY M., CERNY M.: ChemInform Abstract: Preparation of 2,3‐Dideoxy‐2,3‐epimino and 3,4‐Dideoxy‐3,4‐epimino Derivatives of 1,6‐Anhydro‐β‐D‐hexopyranoses by Mitsunobu Reaction. ChemInform 1998, 29. <https://doi.org/10.1002/chin.199844207>