title: A recyclable organocatalyst for asymmetric Michael addition of acetone to nitroolefins.
abstract: Based on different chiral diamine skeletons, a series of bifunctional primary amine-thiophosphoramides were synthesized and screened as the catalysts for the asymmetric Michael addition of acetone to both aromatic and aliphatic nitroolefins. Under the catalysis of a thiophosphoramide derived from 1,2-diphenylethane-1,2-diamine, the corresponding adducts were obtained in high yields (up to >99%) with excellent enantioselectivities (97-99% ee) under mild reaction conditions. Moreover, the catalyst could be recovered via simple phase separation and reused at least five times without any loss of both catalytic activity and stereocontrol.
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, PR China.
authors.forename: Aidang
authors.initials: A
authors.lastname: Lu
authors.forename: Tao
authors.initials: T
authors.lastname: Liu
authors.forename: Ronghua
authors.initials: R
authors.lastname: Wu
authors.forename: Youming
authors.initials: Y
authors.lastname: Wang
authors.forename: Guiping
authors.initials: G
authors.lastname: Wu
authors.forename: Zhenghong
authors.initials: Z
authors.lastname: Zhou
authors.forename: Jianxin
authors.initials: J
authors.lastname: Fang
authors.forename: Chuchi
authors.initials: C
authors.lastname: Tang