Dehydrogenation of steroidal and triterpenoid ketones using benzeneseleninic anhydride
β Scribed by Barton, Derek H. R.; Lester, David J.; Ley, Steven V.
- Book ID
- 121719751
- Publisher
- Royal Society of Chemistry
- Year
- 1980
- Weight
- 520 KB
- Category
- Article
- ISSN
- 1472-7781
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π SIMILAR VOLUMES
Benzeneseleninic anhydride is a mild oxidant for the conversion of benzylic hydrocarbons into aldehydes or ketones. Although oxidation of aromatic side chains can be achieved by a variety of methods, there is still a need for new reagents which will effect this transformation. Recently benzenesele
## Abstract Treatment of chaparrinone triacetate with benzeneseleninic anhydride afforded in addition to the Ξ^14,15^βdehydro compound two products arising from angular hydroxylation at C(5). The mechanism of this reaction is discussed. The corresponding deacetylated compounds do not display signif
The reagent system HF/SbF5/CCl4 generates trichloromethyl cations reacting as a strong hydride acceptor. Thus, application of the system to cyclohexanones (I) and (IV) or steroidal enones (cf. (VII)) results in formation of the corresponding dehydrogenation products. -