Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Stereoselective Transformation of Phytosphingosine to Safingol

  • Kim, Na-Ri (Department of Chemistry, Seoul Women’s University) ;
  • Lee, Sun-Hee (Department of Chemistry, Seoul Women’s University) ;
  • Namgoong, Sung-Keon (Department of Chemistry, Seoul Women’s University)
  • Published : 2009.03.20
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Abstract

A short and efficient synthesis of (2S,3S)-safingol from commercially available D-ribo-(2S,3S,4R)-phytosphingosine is described. The highlights of the synthesis are a stereoselective one-pot transformation of a diol into an epoxide under phase transfer catalytic conditions and a regioselective epoxide-opening reduction with a hydride reagent.

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References

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