A concise synthesis of β-sitosterol and other phytosterols

Jiliang Hang, Patrick Dussault

Research output: Contribution to journalArticle

17 Scopus citations

Abstract

A convenient synthesis of sidechain-modified phytosterols is achieved via a temporary masking of the stigmasterol 5,6-alkene as an epoxide. Following performance of the desired modification, the alkene is regenerated through a mild deoxygenation. The approach is applied to the syntheses of β-sitosterol and campesterol acetate, and suggests a facile route to the (Z)-isomers of Δ22-23 phytosterols.

Original languageEnglish (US)
Pages (from-to)879-883
Number of pages5
JournalSteroids
Volume75
Issue number12
DOIs
StatePublished - Dec 2010

Keywords

  • Campesterol
  • Deoxygenation
  • Epoxide
  • Phytosterol
  • Sitosterol
  • Synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Endocrinology
  • Pharmacology
  • Clinical Biochemistry
  • Organic Chemistry

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