Abstract
A new series of organocatalysts able to catalyse Diels-Alder cycloaddition reactions of α,β-unsaturated aldehydes was studied from both synthetic and theoretical perspectives. The importance of the imidazolidinone scaffold and the influence of the functional groups upon the formation of the reactive species was evaluated. Moreover taking into account that all these new organocatalysts gave the exo-cycloadducts as the major isomers with high selectivity a theoretical study was realized to try and define the essential features determining the observed stereochemical preference.
Keywords: Cycloadditions, computational studies, diastereoselectivity, enantioselectivity, imidazolidin-4-ones, organocatalysis, LUMO-lowering catalysts, Diels-Alder Reactions, Cinnamaldehyde, exo-cycloadducts, alpha,beta-unsaturated aldehydes, enantioselective organocatalytic transformation, MacMillan Imidazolidinone-catalysed Diels-Alder Cycloaddition, B3LYP, MPW1B95
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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