An Easy Deoxygenation of Conjugated Epoxides
โ Scribed by Giuliana Righi; Paolo Bovicelli; Anna Sperandio
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 89 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0040-4020
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โฆ Synopsis
An easy and high yielding transformation of epoxyketones and phenyl substituted epoxides to trans olefins in a convergent diastereoselective process is reported. The method was applied to the selective C-25 hydroxy-functionalisation of 3-keto-D 4 -cholestan-3-one, a key intermediate for the synthesis of C-25 hydroxy vitamin D 3 .
๐ SIMILAR VOLUMES
Recent investigations have shown iron pentacarbonyl [Fe(CO)5] to be a useful reagent for effecting a variety of synthetic transformations.1 Non-polar solvents such as ethers have generally been employed for these reactions. In several cases, it has been demonstrated that reactions which do not take
## Abstract For Abstract see ChemInform Abstract in Full Text.
Freshly prepared Grignard reagents in refluxing THF smoothly deoxygenate benzo-fused 1,4dihydro-1,4-epoxides to afford the corresponding naphthalenes and anthracenes in good yields.