| Autor: |
Kollár, László, Kiss, Mercédesz, Mahó, Sándor, Boros, Borbála, Böddi, Katalin |
| Zdroj: |
Chemical Monthly / Monatshefte für Chemie; Feb2015, Vol. 146 Issue 2, p357-364, 8p |
| Abstrakt: |
Novel androstene-based dimers linked through A- and D-ring with 3,3′- and 17,17′-dicarboxamide spacers, were synthesized via palladium-catalyzed aminocarbonylation. Androstane derivatives possessing either 3-iodo-3,5-diene or 17-iodo-16-ene functionality were used as substrates in the presence of palladium-phosphine in situ catalysts and aliphatic and aromatic diamines as N-nucleophiles. Since androst-4-ene-3,17-dione was used as starting material, a multistep synthesis including protection/deprotection of one of the keto functionalities (3-one or 17-one) as ethylene ketals, transformation of the other keto group to iodoalkene functionality via its hydrazone, and palladium-catalyzed aminocarbonylation of the iodoalkene functionality was used. In this way, new dimeric compounds possessing a keto functionality were obtained in moderate-to-good isolated yields, via highly chemoselective reactions, under relatively mild conditions. Graphical abstract: [Figure not available: see fulltext.] [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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Full text from SpringerLink