title: Asymmetric Michael addition of substituted rhodanines to α,β-unsaturated ketones catalyzed by bulky primary amines.
abstract: A bulky group was introduced by design into a diamine catalyst, and a series of robust and tunable bulky chiral primary amine catalysts were developed and successfully applied in the direct conjugate addition of substituted rhodanines to α,β-unsaturated ketones. High yields (up to 99%) and excellent diastereoselectivities (up to 99:1 dr) and enantioselectivities (up to 98% ee) were observed.
authors.affiliation: Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China.
authors.forename: Feng
authors.initials: F
authors.lastname: Yu
authors.forename: Haoxiang
authors.initials: H
authors.lastname: Hu
authors.forename: Xiaodong
authors.initials: X
authors.lastname: Gu
authors.forename: Jinxing
authors.initials: J
authors.lastname: Ye
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003959:Diamines / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D012236:Rhodanine / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000588:Amines; D003959:Diamines; D007659:Ketones; D012236:Rhodanine