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Synthesis 1991; 1991(12): 1118-1120
DOI: 10.1055/s-1991-28401
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First Synthesis and Structural Determination of Blepharin and 1′-Epiblepharin

Lutz F. Tietze* , Matthias Beller, Andreas Terfort, Angelika Dölle
  • *Institut für Organische Chemie der Universität Göttingen, Tammannstraße 2, D-3400 Göttingen, Germany
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Publication Date:
29 April 2002 (online)

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Total synthesis of the natural acetyl-β-D-glucoside blepharin (1) and its C-2′ epimer 9 by treatment of 2-bromo-2H-1, 4-benzoxazin-3(4H)-one (5) with 2,3,4,6-tetra-O-acetyl-β-D-glucopyranose (6) is described. The relative and absolute configuration of 1 was determined by 1H-NMR and X-ray analysis.

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