Further studies on synthesis of 24(S),25-epoxycholesterol : new efficient preparation of desmosterol

Spencer Thomas A., Jr. and Li, Dansu and Russel, Jonathon S. and Tomkinson, Nicholas C. O. and Willson, Timothy M. (2000) Further studies on synthesis of 24(S),25-epoxycholesterol : new efficient preparation of desmosterol. In: 219th Meeting of the American Chemical Society, 2000-03-26 - 2000-03-30.

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Abstract

Our synthesis of the regulatory oxysterol 24(S),25-epoxycholesterol (1) from stigmasterol has been improved by the discovery that cuprate 2 can be coupled with allylic acetate 3 to give in 73% yield in the key step of the most effecient conversion yet of a C22 intermediate to desmosteryl acetate (4). Efforts to prep. diol 5 from sulfone 6 via Payne rearrangement of epoxide 7 will also be presented. [on SciFinder(R)]

ORCID iDs

Spencer Thomas A., Jr., Li, Dansu, Russel, Jonathon S., Tomkinson, Nicholas C. O. ORCID logoORCID: https://orcid.org/0000-0002-5509-0133 and Willson, Timothy M.;
  • Item type:Conference or Workshop Item(Other)
    ID code:34210
    Dates:
    Date
    Event
    2000
    Published
    Notes:CAPLUS AN 2000:332149(Conference; Meeting Abstract)
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:16 Nov 2011 16:33
    Last modified:11 Nov 2024 16:31
    URI:https://strathprints.strath.ac.uk/id/eprint/34210
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