Zhang, Chenhao; Gao, Anthony Z.; Nie, Xin; Ye, Chen-Xi; Ivlev, Sergei I.; Chen, Shuming; Meggers, Eric published their research in Journal of the American Chemical Society in 2021. The article was titled 《Catalytic α-Deracemization of Ketones Enabled by Photoredox Deprotonation and Enantioselective Protonation》.Category: pyridine-derivatives The article contains the following contents:
This study reports the catalytic deracemization of ketones bearing stereocenters in the α-position in a single reaction via deprotonation, followed by enantioselective protonation. The principle of microscopic reversibility, which has previously rendered this strategy elusive, is overcome by a photoredox deprotonation through single electron transfer and subsequent hydrogen atom transfer (HAT). Specifically, the irradiation of racemic pyridyl ketones in the presence of a single photocatalyst and a tertiary amine provides nonracemic carbonyl compounds with up to 97% enantiomeric excess. The photocatalyst harvests the visible light, induces the redox process, and is responsible for the asym. induction, while the amine serves as a single electron donor, HAT reagent, and proton source. This conceptually simple light-driven strategy of coupling a photoredox deprotonation with a stereocontrolled protonation, in conjunction with an enrichment process, serves as a blueprint for other deracemizations of ubiquitous carbonyl compounds In addition to this study using 2-Bromo-5-methylpyridine, there are many other studies that have used 2-Bromo-5-methylpyridine(cas: 3510-66-5Category: pyridine-derivatives) was used in this study.
2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Category: pyridine-derivatives