On June 13, 2022, Puentener, Kurt; Bigler, Raphael; Stier, Kenta; Checinski, Marek P. published an article.Related Products of 3976-69-0 The title of the article was New Mechanistic Insights into the Ru-Catalyzed Asymmetric Hydrogenation of β-Ketoesters. And the article contained the following:
We describe the results of our quantum mech. investigation of the asym. hydrogenation of β-ketoesters catalyzed by [RuCl2(MeOH)2((R)-MeOBIPHEP)] (7a), which is generated in situ from [Ru(OAc)2((R)-MeOBIPHEP)] (4a) and HCl in methanol. Interestingly, HCl not only acts as an activator for 4 a as it has a dramatic effect on the reaction itself: While HCl/4 a=2 leads to rather poor results (36% ee and 13% conv. after 4 h at at a substrate-to-catalyst ratio (S/C)=50’000), HCl/4 a=20 results in high efficiency (>99.9% conv.) and enantioselectivity (99% ee favoring the opposite enantiomer) under otherwise identical conditions. The origin for this sweeping change in performance has remained a mystery for two decades. Here, we show for the first time that a highly selective HCl pathway becomes operational under acidic conditions, which outcompetes moderately selective pathways dominating under neutral conditions. Furthermore, we explain the effects of common phosphorus substituents on the activity of the catalyst. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Related Products of 3976-69-0
The Article related to ketoester ruthenium catalyst stereoselective hydrogenation mechanism, Physical Organic Chemistry: Addition, Elimination, and Substitution Reactions and other aspects.Related Products of 3976-69-0
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics