The reactivity of nitrones in cycloadditions and related reactions is revisited by introducing a topological perspective. In particular, the study of electron localization function (ELF) along a reaction pathway allows evaluating bond reorganization showing that in several cases the bonds are formed in a sequential way, the second one being formed once the first one is already formed. Both classical 1,3-dipolar cycloadditions and Mannich-type reactions revealed unexpected features often underestimated in classical mechanistic studies.
The reaction of aromatic nitroso derivatives with enolizable carbonyl compounds (nitroso aldol reaction) to give either α-hydroxyamino or α-aminoxycarbonyls is an important synthetic method. This review illustrates the recent advances in rendering the process regio-and enantioselective as well as catalytic. By employing metal and organic catalysts one can generate a range of α-amino (α-oxyamination) and α-hydroxy (α-aminoxylation) carbonyl derivatives with total regioselectivity and high levels of enantiomeric excess.
Oxidation reactions of several furan derivatives as effective methods for the preparation of key synthetic intermediates are reviewed. Depending on the oxidizing reagent the furan ring can be considered as a C-1 or C-4 synthon, which upon different conditions leads to 1,4-dicarbonyl compounds, carboxylic acids, pyranones or butenolides.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.