A Novel Method for Constructing β-D-Mannosidic, 2-Acetamido-2-deoxy-β-D-mannosidic, and 2-Deoxy-D-arabino-hexopyranosidic Units from the Bis(triflate) Derivative of β-D-Galactoside A Novel Method for Constructing β-D-Mannosidic, 2-Acetamido-2-deoxy-β- D-mannosidic, and 2-Deoxy- D-arabino-hexopyranosidic Units from the Bis(triflate) Derivative of,β-D-Galactoside

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Abstract

An efficient construction of the β-D-mannosidic, 2-Acetamido-2-deoxy-β-D-mannosidic, 2-deoxy-2-fluoro-β-D-mannosidic, and 2-deoxy-β-D-arabino-hexopyranosidic units from the same intermediate, 2-4-bis(O-trifluoromethylsulfonyl) derivative of β-D-galactoside, was achieved in good yields in a stepwise inversion at C-4 and C-2 by using cesium acetate, n-Bu4NN3, n-Bu4NF, and n-Bu4NBH4. A convenient and practical protection of β-D-mannoside to the straightforward synthesis of antennary oligosaccharides was also achieved by using cesium trifluoroacetate.

Journal

  • Bulletin of the Chemical Society of Japan

    Bulletin of the Chemical Society of Japan 70(4), 885-890, 1997-04-15

    日本化学会

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Codes

  • NII Article ID (NAID)
    10008917808
  • NII NACSIS-CAT ID (NCID)
    AA00580132
  • Text Lang
    ENG
  • Article Type
    Journal Article
  • ISSN
    00092673
  • NDL Article ID
    4196837
  • NDL Source Classification
    ZP1(科学技術--化学・化学工業)
  • NDL Call No.
    Z53-B35
  • Data Source
    CJP  CJPref  NDL  IR 
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