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The Strathprints institutional repository is a digital archive of University of Strathclyde research outputs. Strathprints provides access to thousands of Open Access research papers by University of Strathclyde researchers, including those from the School of Psychological Sciences & Health - but also papers by researchers based within the Faculties of Science, Engineering, Humanities & Social Sciences, and from the Strathclyde Business School.

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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

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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.