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

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Title: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
Creators:
Karban, Jindřich
Buděšínský, Miloš
Černý, Miloslav
Trnka, Tomáš
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 66, 5, pp. 799-819
Uncontrolled Keywords:Anhydrosugars, Azides, Aminosugars, Aziridines, 1,6-Anhydro-β-D-hexopyranoses, Reductions, NMR spectroscopy, Carbohydrates

Abstract

A complete series of 2,3-dideoxy-2,3-epimino- and 3,4-dideoxy-3,4-epimino-1,6-anhydro-β-D-hexopyranoses were prepared by lithium aluminum hydride reduction of the corresponding <i>trans</i>-azido tosylates or <i>trans</i>-azido epoxides of 1,6-anhydro-β-D-hexopyranoses. The structure of the epimino derivatives was confirmed by <sup>1</sup>H and <sup>13</sup>C NMR spectra. <p>

Title: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
Creators:
Karban, Jindřich
Buděšínský, Miloš
Černý, Miloslav
Trnka, Tomáš
Uncontrolled Keywords:Anhydrosugars, Azides, Aminosugars, Aziridines, 1,6-Anhydro-β-D-hexopyranoses, Reductions, NMR spectroscopy, Carbohydrates
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:66
Number:5
Page Range:pp. 799-819
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20010799UNSPECIFIED
ID Code:1824
Item Type:Article
Deposited On:06 Feb 2009 17:13
Last Modified:06 Feb 2009 16:13

Citation

Karban, Jindřich; Buděšínský, Miloš; Černý, Miloslav; Trnka, Tomáš (2001) 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. Collection of Czechoslovak Chemical Communications, 66 (5). pp. 799-819. ISSN 0010-0765

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