Development of Ketone-Based Brominating Agents (KBA) for the Practical Asymmetric α-Bromination of Aldehydes Catalyzed by Tritylpyrrolidine
Aika Takeshima, Mio Shimogaki, Taichi Kano, Keiji Maruoka
Abstract
Ketone-based brominating agents (KBA), ortho-substituted 2,2,2-tribromoacetophenones, have been developed, and the highly enantioselective and practical α-bromination of aldehydes with KBA was achieved. The reaction could be performed in the presence of only 0.1–1 mol % of catalyst without using a halogenated solvent at 0 °C and was found to be scalable.
Topics & Concepts
HalogenationKetoneCatalysisEnantioselective synthesisSolventChemistryOrganic chemistryCombinatorial chemistryOxidative Organic Chemistry ReactionsVanadium and Halogenation ChemistryAsymmetric Synthesis and Catalysis