《Asymmetric remote C-H borylation of aliphatic amides and esters with a modular iridium catalyst》 was published in Science (Washington, DC, United States) in 2020. These research results belong to Reyes, Ronald L.; Sato, Miyu; Iwai, Tomohiro; Suzuki, Kimichi; Maeda, Satoshi; Sawamura, Masaya. Electric Literature of C5H6BNO2 The article mentions the following:
Site selectivity and stereocontrol remain major challenges in C-H bond functionalization chem., especially in linear aliphatic saturated hydrocarbon scaffolds. We report the highly enantioselective and site-selective catalytic borylation of remote C(sp3)-H bonds γ to the carbonyl group in aliphatic secondary and tertiary amides and esters. A chiral C-H activation catalyst was modularly assembled from an iridium center, a chiral monophosphite ligand, an achiral urea-pyridine receptor ligand, and pinacolatoboryl groups. Quantum chem. calculations support an enzyme-like structural cavity formed by the catalyst components, which bind the substrate through multiple noncovalent interactions. Versatile synthetic utility of the enantioenriched γ-borylcarboxylic acid derivatives was demonstrated. In the experimental materials used by the author, we found Pyridin-3-ylboronic acid(cas: 1692-25-7Electric Literature of C5H6BNO2)
Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Electric Literature of C5H6BNO2