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)

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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 logoORCID: https://orcid.org/0000-0002-5509-0133, Willson, Timothy M., Russel, Jonathon S. and Spencer, Thomas A.;
  • Item type:Article
    ID code:34217
    Dates:
    Date
    Event
    1998
    Published
    Keywords:stereoselective synthesis , 25-epoxycholesterol, cholesterol , Chemistry, Organic Chemistry
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:20 Oct 2011 15:24
    Last modified:02 Dec 2022 01:30
    URI:https://strathprints.strath.ac.uk/id/eprint/34217
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