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Synlett 1994; 1994(4): 228-230
DOI: 10.1055/s-1994-22804
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Enantioselective Synthesis of Pseudosugars of the Allo-, Gulo-, Manno- and Talo-series

Liu Pingli* , M. Vandewalle
  • *University of Gent, Department of Organic Chemistry, Laboratory for Organic Synthesis, Krijgslaan, 281 (S.4), B-9000 GENT (Belgium)
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Publication Date:
22 March 2002 (online)

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(1R,2S,3R,4S)-4-Butyryloxy-2,3-isopropylidenedioxycyclohexen-5-en-1-ol (1) is the common chiral building block for the 8 title pseudosugars. The hydroxymethyl substituent is introduced either via a radical reaction or via 2,3-Wittig rearrangement.