title: Organocatalyzed asymmetric vinylogous Michael addition of α,β-unsaturated γ-butyrolactam.
abstract: Highly efficient asymmetric vinylogous 1,6-Michael addition of α,β-unsaturated γ-butyrolactam to 3-methyl-4-nitro-5-alkenyl-isoxazoles and Michael addition to trichloromethyl ketones by using a chiral quinine-derived squaramide organocatalyst were described, giving products with high diastereo- and enantioselectivities (up to >25 : 1 dr and 96% ee).
authors.affiliation: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, Lanzhou, 730000, China. wangrui@lzu.edu.cn.
authors.forename: Jinlong
authors.initials: J
authors.lastname: Zhang
authors.forename: Xihong
authors.initials: X
authors.lastname: Liu
authors.forename: Xiaojuan
authors.initials: X
authors.lastname: Ma
authors.forename: Rui
authors.initials: R
authors.lastname: Wang
mesh_terms: D000577:Amides / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D007555:Isoxazoles / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D007769:Lactams / Q000737:chemistry*; D008968:Molecular Conformation; D011803:Quinine / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000577:Amides; D007555:Isoxazoles; D007659:Ketones; D007769:Lactams; D011803:Quinine