Stereoselective synthesis of Certonardolsterol D3

Biao Jiang, He ping Shi, Min Xu, Wan jun Wang, Wei shan Zhou

Research output: Contribution to journalArticle

18 Scopus citations

Abstract

The first stereoselective synthesis of Certonardolsterol D3 was described. Ene reaction and improved allylic oxidation were employed as key steps for efficient construction of the desired 3β,6α,15β-triol steroidal framework. The chiral side chain in Certonardolsterol D3 was finally introduced by Julia olefination.

Original languageEnglish (US)
Pages (from-to)9738-9744
Number of pages7
JournalTetrahedron
Volume64
Issue number41
DOIs
StatePublished - Oct 6 2008

Keywords

  • Certonardolsterol
  • Ene reaction
  • Julia olefination
  • Polyhydroxysterol

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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    Jiang, B., Shi, H. P., Xu, M., Wang, W. J., & Zhou, W. S. (2008). Stereoselective synthesis of Certonardolsterol D3. Tetrahedron, 64(41), 9738-9744. https://doi.org/10.1016/j.tet.2008.07.091