Aleksandra Topolska, Artur Przydacz, Anna Skrzynska, Łukasz Albrecht
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引用次数: 0
Abstract
In the manuscript, the application of supramolecular catalysis utilizing the combination of cinchona-alkaloid-derived squaramide with the acidic co-catalyst in the vinylogous, dearomative Michael addition is described. The appropriate selection of reaction promotors allowing for the self-assembly of well-defined transition state resulted in the formation of biologically relevant heterocycles bearing three contiguous stereocenters with high stereoselectivity. The synthetic potential of the methodology was confirmed in selected post-functionalizations including aromative removal of the nitro group and thia-Michael reaction. Furthermore, the mechanism of the reaction has been studied using DFT calculations indicating the importance of the supramolecular interactions for the reaction outcome.
期刊介绍：
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
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