✦ LIBER ✦
Application of selenosulfonation to marine sterol synthesis. Preparation of 24,28-dehydroaplysterol, xestosterol and ostreasterol from a common acetylenic intermediate
✍ Scribed by Thomas G Back; John R Proudfoot; Carl Djerassi
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 187 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
The title compounds were synthesized from a readily available steroidal acetylene by a protocol employing selenosulfonation, introduction of the appropriate side chain at C-24 via an alkyl selenocuprate, and reductive desulfonylation.
A similar elimination has been observed in the reaction of the selenosulfonation adduct derived from phenylacetylene with organocuprates7.