title: Highly enantioselective Michael addition of malononitrile to alpha,beta-unsaturated ketones.
abstract: The highly enantioselective Michael addition of malononitrile to acyclic and cyclic alpha,beta-unsaturated ketones has been developed. The Michael reaction catalyzed by a primary amine derived from quinidine proceeded smoothly and provided the desired adducts with excellent enantioselectivities (83-97% ee).
authors.affiliation: National Engineering Research Center of Chiral Drugs and Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, The Chinese Academy of Sciences, Chengdu 610041, China.
authors.forename: Xuefeng
authors.initials: X
authors.lastname: Li
authors.forename: Lingfeng
authors.initials: L
authors.lastname: Cun
authors.forename: Chunxia
authors.initials: C
authors.lastname: Lian
authors.forename: Ling
authors.initials: L
authors.lastname: Zhong
authors.forename: Yingchun
authors.initials: Y
authors.lastname: Chen
authors.forename: Jian
authors.initials: J
authors.lastname: Liao
authors.forename: Jin
authors.initials: J
authors.lastname: Zhu
authors.forename: Jingen
authors.initials: J
authors.lastname: Deng
mesh_terms: D000588:Amines / Q000737:chemistry; D002384:Catalysis; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D008968:Molecular Conformation; D009570:Nitriles / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000588:Amines; D007659:Ketones; D009570:Nitriles; C000945:dicyanmethane