title: Highly enantioselective synthesis of nitrocyclopropanes via organocatalytic conjugate addition of bromomalonate to alpha,beta-unsaturated nitroalkenes.
abstract: Highly enantioselective synthesis of nitrocyclopropanes was achieved via the organocatalytic conjugate addition of dimethyl bromomalonate to nitroalkenes and the consequent intramolecular cyclopropanation. 6'-Demethyl quinine was found to be the efficient catalyst. Excellent enantioselectivities, diastereoselectivities, and good yields were obtained for a variety of aryl or heteroaryl nitroethylenes.
authors.affiliation: Industrial Institute of Fine Chemicals and Synthetic Drugs, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China.
authors.forename: Yi-Ning
authors.initials: YN
authors.lastname: Xuan
authors.forename: Shao-Zhen
authors.initials: SZ
authors.lastname: Nie
authors.forename: Li-Ting
authors.initials: LT
authors.lastname: Dong
authors.forename: Jun-Min
authors.initials: JM
authors.lastname: Zhang
authors.forename: Ming
authors.initials: M
authors.lastname: Yan
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D008314:Malonates / Q000737:chemistry*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011803:Quinine / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D003521:Cyclopropanes; D008314:Malonates; D009574:Nitro Compounds; C517405:bromomalonic acid; D011803:Quinine