Iron Catalyzed Asymmetric Hydrogenation of Ketones was written by Li, Yanyun;Yu, Shenluan;Wu, Xiaofeng;Xiao, Jianliang;Shen, Weiyi;Dong, Zhenrong;Gao, Jingxing. And the article was included in Journal of the American Chemical Society in 2014.Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate This article mentions the following:
Chiral mols., such as alcs., are vital for the manufacturing of fine chems., pharmaceuticals, agrochems., fragrances, and novel materials. These mols. need to be produced in high yield and high optical purity and preferentially catalytically. Among all the asym. catalytic reactions, asym. hydrogenation with H2 (AH) is the most widely used in the industry. With few exceptions, these AH processes use catalysts based on the three critical metals, rhodium, ruthenium, and iridium. Herein we describe a simple, industrially viable iron catalyst that allows for the AH of ketones, a process currently dominated by ruthenium and rhodium catalysts. By combining a chiral, 22-membered macrocyclic ligand with the cheap, readily available Fe3(CO)12, a wide variety of ketones have been hydrogenated under 50 bar H2 at 45-65°, affording highly valuable chiral alcs. with enantioselectivities approaching or surpassing those obtained with the noble metal catalysts. In contrast to AH by most noble metal catalysts, the iron-catalyzed hydrogenation appears to be heterogeneous. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate).
Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics