Sonsona, Isaac G.; Vicenzi, Andrea; Guidotti, Marco; Bisag, Giorgiana Denisa; Fochi, Mariafrancesca; Herrera, Raquel P.; Bernardi, Luca published the artcile< Investigation of Squaramide Catalysts in the Aldol Reaction En Route to Funapide>, COA of Formula: C19H34O2, the main research area is funapide squaramide catalyst aldol enantioselective organocatalysis.
Funapide (I) is a 3,3′-spirocyclic oxindole with promising analgesic activity. A reported pilot-plant scale synthesis of this chiral compound involves an asym. aldol reaction, catalyzed by a common bifunctional thiourea structure. In this work, we show that the swapping of the thiourea unit of the catalyst for a tailored squaramide group provides an equally active, but rewardingly more selective, catalyst for this aldol reaction (from 70.5 to 85% ee). The reaction was studied first on a model oxindole compound Then, the set of optimal conditions was applied to the target funapide intermediate. The applicability of these conditions seems limited to oxindoles bearing the 3-substituent of funapide. Exemplifying the characteristics of target-focused methodol. development, this study highlights how a wide-range screening of catalysts and reaction conditions can provide non-negligible improvements in an industrially viable asym. transformation.
European Journal of Organic Chemistry published new progress about Aldol addition catalysts, stereoselective. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, COA of Formula: C19H34O2.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics