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Synlett 1990; 1990(12): 771-772
DOI: 10.1055/s-1990-21247
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An Efficient Three-Step Synthesis of L-(-)-Oleandrose from (S)-(-)-Methyl Lactate

Mark J. Ford* , Steven V. Ley
  • *Department of Chemistry, Imperial College of Science, Technology and Medicine, London SW7 2AY, England
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Publication Date:
08 March 2002 (online)

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L-(-)-Oleandrose (1; 2,6-dideoxy-3-O-methyl-arabino-hexose) was prepared in only three steps from (S)-(-)-methyl lactate and (3-butenylsulphonyl)benzene, without the use of protecting groups. A stereocontrolled reduction and a thermodynamically controlled exchange reaction afforded the required arabino configuration.

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