• Title/Summary/Keyword: 1,4-Dideoxy-1,4-imino-D-galacitol

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Total Synthesis of Azasugar 1,4-Dideoxy-1,4-imino-D-galacitol

  • Sadhu, Partha Sarathi;Santhoshi, Amlipur;Rao, Vaidya Jayathirtha
    • Bulletin of the Korean Chemical Society
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    • v.33 no.11
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    • pp.3554-3558
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    • 2012
  • A new highly stereoselective synthesis of pyrrolidine azasugar 1,4-dideoxy-1,4-imino-D-galacitol is being reported herein. The synthesis was achieved in a linear sequence and inexpensive chiral source (+)-diethyl tartarate was used as the starting material. The key step involved during the synthesis was Pd catalysed amino cyclization of alkenylamine, Bose modified Mitsunobu reaction and Sharpless asymmetric dihydroxylation.