title: Recyclable Merrifield resin-supported organocatalysts containing pyrrolidine unit through A3-coupling reaction linkage for asymmetric Michael addition.
abstract: Merrifield resin-supported pyrrolidine-based chiral organocatalysts A-D through A(3)-coupling reaction linkage have been developed and found to be highly effective catalysts for the Michael addition reaction of ketones with nitrostyrenes. The reactions generated the corresponding products in good yields (up to 92%), excellent enantioselectivities (up to 98% ee), and high diastereoselectivities (up to 99:1 dr). In addition, the catalysts can be reused at least five times without a significant loss of catalytic activity and stereoselectivity.
authors.affiliation: Department of Chemistry, Huaibei Coal Teachers College, Huaibei, Anhui, People's Republic of China.
authors.forename: Jie
authors.initials: J
authors.lastname: Liu
authors.forename: Pinhua
authors.initials: P
authors.lastname: Li
authors.forename: Yicheng
authors.initials: Y
authors.lastname: Zhang
authors.forename: Kai
authors.initials: K
authors.lastname: Ren
authors.forename: Lei
authors.initials: L
authors.lastname: Wang
authors.forename: Guanwu
authors.initials: G
authors.lastname: Wang
mesh_terms: D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D007659:Ketones / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D011137:Polystyrenes / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry*; D012997:Solvents; D013053:Spectrophotometry / Q000379:methods; D013237:Stereoisomerism; D013343:Styrenes / Q000737:chemistry*; D014050:Toluene / Q000737:chemistry
chemical_list: D007659:Ketones; C095039:Merrifield resin; D011137:Polystyrenes; D011759:Pyrrolidines; D012997:Solvents; D013343:Styrenes; D014050:Toluene; C032519:pyrrolidine