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

Tomkinson, Nicholas C. O. and Willson, Timothy M. and Russel, Jonathon S. and Spencer, Thomas A. (1998) Efficient, stereoselective synthesis of 24(S),25-epoxycholesterol. Journal of Organic Chemistry, 63 (26). pp. 9919-9923. ISSN 0022-3263 (https://doi.org/10.1021/JO981753V)

Abstract

Efficient, stereoselective syntheses of 24(S),25-epoxycholesterol (I) have been developed starting from cholenic acid or stigmasterol, both featuring as the key step Sharpless asym. dihydroxylation of desmosterol acetate. This work permits prepn. of gram quantities of I for further evaluation as a natural regulator of cholesterol metab., specifically, e.g., as a ligand for the LXRα nuclear receptor.

ORCID iDs

Tomkinson, Nicholas C. O. ORCID: https://orcid.org/0000-0002-5509-0133

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• Item metadata

  Item type:	Article
  ID code:	34217
  Dates:	Date Event 1998 Published
  Subjects:	Science > Chemistry
  Department:	Faculty of Science > Pure and Applied Chemistry
  Depositing user:	Pure Administrator
  Date deposited:	20 Oct 2011 15:24
  Last modified:	31 Jan 2025 02:36
  URI:	https://strathprints.strath.ac.uk/id/eprint/34217