New compounds derived from the 3-methyl and 3-benzyl ethers of a D-secoestrone aldehyde were synthetized. In the presence of different Lewis acids D-homosteroids could form. These reactions which can be explained by an intramolecular Prins-type mechanism follow high stereoselectivity and reactivity and lead to compounds containing 16β-oriented halogens in the sterane skeleton. The formation and reaction of the imines derived from the aldehyde and aniline as well as substituted anilines provide a highly efficient access to steroid derivatives. The steroid alkaloids are of pharmacological interest.
|Translated title of the contribution||Synthesis of estrone derivatives containing different halogens and/or heterocyclic moiety|
|Number of pages||7|
|Journal||Acta pharmaceutica Hungarica|
|Publication status||Published - Dec 1 2001|
ASJC Scopus subject areas
- Pharmaceutical Science