Copper Catalyzed Diastereo- and Enantioselective 1,4-Addition Michael Reaction of 2,3-Dioxopyrrolidines with Nitroalkanes in Aqueous Media
Yekai Huang, Zhenggen Zha, Zhiyong Wang
Abstract
A good diastereo- and enantioselective 1,4-addition Michael reaction catalyzed by a chiral copper complex was developed in aqueous media. A series of nitro-containing pyrrolidones could be gained in high yields with excellent diastereoselectivities and good ee values by virtue of this developed method. It affords a facile access to construct carbon-carbon bonds with water and air tolerance. Furthermore, the gram scale synthesis was conducted successfully to give rise to the corresponding products.
Topics & Concepts
Enantioselective synthesisChemistryAqueous mediumCatalysisAqueous solutionCopperMichael reactionCombinatorial chemistryOrganic chemistryAsymmetric Synthesis and CatalysisAsymmetric Hydrogenation and CatalysisCyclopropane Reaction Mechanisms