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

Jr. Spencer Thomas A., Dansu Li, Jonathon S. Russel, Nicholas C. O. Tomkinson, Timothy M. Willson

Research output: Contribution to conferenceAbstract

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)]
Original languageUndefined/Unknown
PagesORGN-027
Publication statusPublished - 2000
Event219th Meeting of the American Chemical Society - San Francisco, United States
Duration: 26 Mar 200030 Mar 2000

Conference

Conference219th Meeting of the American Chemical Society
CountryUnited States
CitySan Francisco
Period26/03/0030/03/00

Keywords

  • synthesis
  • 24(s)
  • 25-epoxycholesterol
  • efficient perparation
  • desmosterol

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