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Synlett 1992; 1992(4): 283-284
DOI: 10.1055/s-1992-21340
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Efficient Synthesis of Deoxy and Dideoxy Sugars by a Thio-Mitsunobu Reaction on Unprotected Glycosides

Isabelle Dancy* , Lothar Laupichler, Patrick Rollin, Joachim Thiem
  • *Laboratoire de Chimie Bioorganique et Analytique, Université d'Orleans, B.P. 6759, F-45067 Orléans Cedex 2, France
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Publication Date:
08 March 2002 (online)

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6-Deoxy-gluco- and 3,6-dideoxy-ribo-hexopyranosides were synthesized in two consecutive steps from unprotected β-glucopyranoside derivatives by a highly regioselective thio-Mitsunobu reaction and subsequent desulfurization. In contrast,the α-anomer reacted only at position 6.