An efficient asymmetric synthesis of enigmols (1-deoxy-5-hydroxysphingoid bases), an important class of bioactive lipid modulators

  • Bushnev A
  • Baillie M
  • Holt J
  • et al.
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Abstract

An enantioselective synthesis of the four 2S-diastereomers of enigmol (2-amino-octadecane-3,5-diols), e.g. I, from -alanine is reported. The procedure described is robust, highly stereoselective at each step, and suitable for prepn. of gram quantities of material. [on SciFinder(R)]

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Bushnev, A. S., Baillie, M. T., Holt, J. J., Menaldino, D. S., Merrill, A. H., & Liotta, D. C. (2010). An efficient asymmetric synthesis of enigmols (1-deoxy-5-hydroxysphingoid bases), an important class of bioactive lipid modulators. Arkivoc, 2010(8), 263–277. https://doi.org/10.3998/ark.5550190.0011.818

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