Totalsynthese und biologische Untersuchung von C-nor-D-homo-Steroiden

• Antragsteller: Professor Dr. Athanassios Giannis
• Fachliche Zuordnung: Organische Molekülchemie - Synthese, Charakterisierung
• Förderung: Förderung von 2014 bis 2018
• Projektkennung: Deutsche Forschungsgemeinschaft (DFG) - Projektnummer 268346890

• Erstellungsjahr: 2018

Zusammenfassung der Projektergebnisse

A straightforward synthesis of C-nor-D-homo steroids starting from (+) Wieland–Miescher ketone wass accomplished and also reported. This convergent synthetic strategy utilizes a scalable diastereoselective Nazarov cyclization of functionalized chiral aryl vinyl ketones, allowing for further functionalization. The ability to conduct this key transformation on a multi-gram scale paves the way for the synthesis of a variety of completely new C-nor-D-homo steroids, without the need of a classic steran steroid rearrangement or achiral linear reaction sequences.

Projektbezogene Publikationen (Auswahl)

• 2018. “Synthesis of C-Nor-D-homo-steroidal Alkaloids and Their Derivatives”
  F. Mousavizadeh, D. Meyer, A. Giannis, Synthesis
  
• Chem. Eur. J. 2017, 23, 5000 - 5004. "Lewis Acid Mediated Nazarov Cyclization as a Convergent and Enantioselective Entry to C-nor-D-homo-Steroids."
  J. Krieger, T. Smeilus, O. Schackow, A. Giannis