Stereoselective synthesis of Certonardolsterol D3

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

Research output: Contribution to journalArticle

18 Citations (Scopus)

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

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Oxidation

Keywords

  • Certonardolsterol
  • Ene reaction
  • Julia olefination
  • Polyhydroxysterol

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

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

Stereoselective synthesis of Certonardolsterol D3 . / Jiang, Biao; Shi, He ping; Xu, Min; Wang, Wan jun; Zhou, Wei shan.

In: Tetrahedron, Vol. 64, No. 41, 06.10.2008, p. 9738-9744.

Research output: Contribution to journalArticle

Jiang, B, Shi, HP, Xu, M, Wang, WJ & Zhou, WS 2008, 'Stereoselective synthesis of Certonardolsterol D3 ', Tetrahedron, vol. 64, no. 41, pp. 9738-9744. https://doi.org/10.1016/j.tet.2008.07.091
Jiang B, Shi HP, Xu M, Wang WJ, Zhou WS. Stereoselective synthesis of Certonardolsterol D3 Tetrahedron. 2008 Oct 6;64(41):9738-9744. https://doi.org/10.1016/j.tet.2008.07.091
Jiang, Biao ; Shi, He ping ; Xu, Min ; Wang, Wan jun ; Zhou, Wei shan. / Stereoselective synthesis of Certonardolsterol D3 In: Tetrahedron. 2008 ; Vol. 64, No. 41. pp. 9738-9744.
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