Cooperative Chiral Anion Phase-Transfer and Palladium-Catalysis to the Oxyarylation of Homoallylic Alcohols and to the Synthesis of Indolines

• Applicant: Dr. Mario Ellwart
• Subject Area: Organic Molecular Chemistry - Synthesis and Characterisation
• Term: from 2017 to 2018
• Project identifier: Deutsche Forschungsgemeinschaft (DFG) - Project number 388025156

Transition metal-catalyzed cross-coupling reactions and Chiral Anion Phase-Transfer (CAPT) catalysis are already among the most important transformations in synthetic organic chemistry. However, only few combinations of these two methods have been described. Consequently, a novel strategy for the combination of Chiral Anion Phase-Transfer (CAPT) and palladium-catalysis is proposed in this project for the selective formation of a single, optically pure product. Once a suitable catalytic system is found, chiral tetrahydrofuran derivatives will be prepared. Furthermore, this catalytic system can be adapted for an intramolecular cooperative CAPT and Pd-catalysis. Thus, various functionalized indolines with interesting medicinal properties (e.g. acetylcholinesterase inhibitors or anticancer agents) will be easily accessible with high efficiency.

• DFG Programme: Research Fellowships
• International Connection: USA
• Host: Professor F. Dean Toste