For the first time, a highly efficient and stereoselective asymmetric aldol reaction employing (S)-proline in the presence of solvate ionic liquids is reported. The reaction seems to proceed via a supramolecular aggregate of (S)-proline, the solvate ionic liquid, and water, affording high yields and excellent stereoselectivities with low catalyst loadings.
The synthesis of three new chiral imidazolium ionic liquids (prepared by the combination of one new chiral organic cation with different anions) and their application in the enantioselective Michael reaction between cyclohexanone and substituted nitrostyrenes under solvent‐free conditions is described. In addition, the first asymmetric cascade Michael‐aldol reaction of cyclohexanone and benzylidenepyruvate organocatalyzed by chiral ionic liquids is reported. Recyclability of the catalyst was evaluated for both reactions, and no loss in stereoselectivity up to the third cycle was observed.
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.