Application of Palladium-Catalyzed Asymmetric Conjugate Addition Reactions of Arylboron Nucleophiles to α,β-Unsaturated Electrophiles as a Key-Step in Complex Bioactive Molecule Synthesis
Final Report Abstract
The original topic of the project „Applications of Palladium-Catalyzed Asymmetric Conjugate Addition Reactions of Aryl-boron Nucleophiles to α,β-Unsaturated Electrophiles as a Key-Step in Complex Bioactive Molecule Synthesis“ was changed shortly after arriving at Caltech, because one key reaction at an early stage of the synthesis route did not work, making it impossible to carry on. The new project equally researches the challenging and fascinating field of palladium-catalyzed asymmetric synthesis of quaternary stereocenters. To be able to achieve excellent results in a short time, I worked on this project together with an international team, e.g. Carina I. Jette (PhD student at Caltech), and Jeremy B. Morgan (visiting Professor). Our eminent teamwork led to the discovery of a new way to create quaternary stereocenters, the optimization of the reaction conditions, and the screening of the impact of all reaction partners and conditions. As a result, we filed a provisional application for a patent and published in the renowned journal „Angewandte Chemie“ (Int. Ed.).
Publications
- Palladium-Catalyzed Construction of Quaternary Stereocenters by Enantioselective Arylation of γ-Lactams with Aryl Chlorides and Bromides, Ang. Chem. Int. Ed. 2019, 58, 4297–4301
C. I. Jette, I. Geibel, S. Bachman, M. Hayashi, S. Sakurai, H. Shimizu, J. B. Morgan, B. M. Stoltz
(See online at https://doi.org/10.1002/anie.201814475)
