title: C2-symmetric proline-derived tetraamine as highly effective catalyst for direct asymmetric Michael addition of ketones to chalcones.
abstract: A C(2)-symmetric tetraamine catalyst was developed for the asymmetric Michael addition of ketones to chalcones. The corresponding adducts 1,5-dicarbonyl compounds were obtained in good chemical yields with high levels of diastereo- and enantioselectivities (up to >99 : 1 dr and 93% ee) under mild conditions. By studying the ESI-MS of the intermediates, a proposed mechanism was disclosed.
authors.affiliation: Department of Chemistry, The Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, China.
authors.forename: Shijun
authors.initials: S
authors.lastname: Ma
authors.forename: Lulu
authors.initials: L
authors.lastname: Wu
authors.forename: Ming
authors.initials: M
authors.lastname: Liu
authors.forename: Yongmei
authors.initials: Y
authors.lastname: Wang
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D047188:Chalcones / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D011392:Proline / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000588:Amines; D047188:Chalcones; D007659:Ketones; D011392:Proline