Reduction of 3t3-benzoyloxy-14a,15c~-epoxy-5c~-cholest-7-ene with either lithium triethylborohydride or lithium aluminum hydride (4 molar excess) gave 5c~-cholest-8( 14)-en-3~,15a-diol in high yield. Reduction of the epoxy ester with lithium triethylborodeuteride or lithium aluminum deuteride (4 mol
A novel reductive rearrangement of an α,β-unsaturated steroidal epoxide. A new synthesis of 5α-cholest-8(14)-en-3β,15α-diol
✍ Scribed by E.J. Parish; C.J. Schroepfer Jr.
- Publisher
- Elsevier Science
- Year
- 1976
- Tongue
- French
- Weight
- 189 KB
- Volume
- 17
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
Hydrogenation of 3/3-benzoyloxy-14a 15ct-epoxy-5,~-cholest-7-ene m benzene over a Raney mckel catalyst gave 3fl-benzoyloxy-5a-cholest-8( 14)-en-15a-ol and 3/3-benzoyloxy-5a-cholest-8( 14)-ene m 39% and 46% yields respectively Hydrogenation of the same a,fl-unsaturated epoxy steryl ester under the sa
Treatment of 3~-benzoyloxy-14c¢,l 5~-epoxy-5a-cholest-7-ene (I) with gaseous HCI in chloroform at 40°C gave, in 87% yield, 3#-benzoyloxy-7a,1513-dichloro-5a-cholest-8(14)-ene (111). Reduction of the latter compound with lithium aluminum hydride in ether at room temperature for 20 min gave, in 86% yi
The chemical synthesis of 3 beta-p-bromobenzoyloxy-15 beta-methyl-5 alpha,14 beta-cholest-7-en-15 alpha-ol from 15 beta-methyl-5 alpha, 14 beta-cholest-7-ene-3 beta,15 alpha-diol is described. The structure of the former compound was unambiguously determined by X-ray crystallographic analysis. The s