Efficient, stereoselective synthesis of 24(S),25-epoxycholesterol

Nicholas C. O. Tomkinson, Timothy M. Willson, Thomas A. Spencer, Jonathon S. Russell

Research output: Contribution to conferenceOther

37 Citations (Scopus)


Efficient, stereoselective syntheses of 24(S),25-epoxycholesterol (1) have been developed starting from cholenic acid (2) or stigmasterol (3), both featuring as the key step Sharpless asym. dihydroxylation of desmosterol acetate (4). This work permits prepn. of gram quantities of 1 for further evaluation as a natural regulator of cholesterol metab., specifically, e.g., as a ligand for the LXRα nuclear receptor. [on SciFinder(R)]
Original languageEnglish
Publication statusPublished - 1998
Event216th National Meeting of the American Chemical Society - Boston, United States
Duration: 23 Aug 199827 Aug 1998


Conference216th National Meeting of the American Chemical Society
Country/TerritoryUnited States


  • efficient
  • steroselective synthesis
  • 25-epoxycholesterol


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