Recyclable catalyst for the asymmetric Henry reaction based on functionalized imidazolidine-4-one-copper(II) complexes supported by a polystyrene copolymer. Issue 45 (4th November 2015)

• Record Type: Journal Article
• Authors: Harmand, Lydie; Drabina, Pavel; Pejchal, Vladimír; Husáková, Lenka; Sedlák, Miloš
• Is Part Of: Tetrahedron letters. Volume 56:Issue 45(2015)
• Page Start: 6240
• Page End: 6243
• Publication Date: 2015-11-04
• Subjects: Imidazolidine-4-one derivatives -- Recyclable enantioselective catalyst -- Henry reaction -- Polystyrene; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.09.112
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Imidazolidine-4-one derivatives were anchored by the thiol-ene click reaction to a swellable pearl-like polystyrene copolymer and their complexes with Cu(II) acetate were utilized as recyclable heterogeneous catalysts for the Henry reaction of substituted aldehydes with nitromethane. The corresponding 2-nitroethanols were mostly obtained in high yields (65–99%) and with enantioselectivities of up to 92% ee. After a fivefold recycling of the catalyst, the decrease in enantioselectivity was negligible (Δ 3% ee).