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 language | Undefined/Unknown |
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Pages | ORGN-027 |
Publication status | Published - 2000 |
Event | 219th Meeting of the American Chemical Society - San Francisco, United States Duration: 26 Mar 2000 → 30 Mar 2000 |
Conference
Conference | 219th Meeting of the American Chemical Society |
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Country/Territory | United States |
City | San Francisco |
Period | 26/03/00 → 30/03/00 |
Keywords
- synthesis
- 24(s)
- 25-epoxycholesterol
- efficient perparation
- desmosterol