title: Organocatalytic asymmetric Friedel-Crafts alkylation/cascade reactions of naphthols and nitroolefins.
abstract: The asymmetric Michael-type Friedel-Crafts reaction of naphthols and nitroolefins promoted by bifunctional thiourea-tertiary amine organocatalysts (up to 95% ee) was investigated; on simply extending the reaction time further cascade reactions could occur to generate enantiopure dimeric tricyclic 1,2-dihydronaphtho[2,1-b]furanyl-2-hydroxylamine derivatives.
authors.affiliation: Key Laboratory of Drug-Targeting of Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
authors.forename: Tian-Yu
authors.initials: TY
authors.lastname: Liu
authors.forename: Hai-Lei
authors.initials: HL
authors.lastname: Cui
authors.forename: Qian
authors.initials: Q
authors.lastname: Chai
authors.forename: Jun
authors.initials: J
authors.lastname: Long
authors.forename: Bang-Jing
authors.initials: BJ
authors.lastname: Li
authors.forename: Yong
authors.initials: Y
authors.lastname: Wu
authors.forename: Li-Sheng
authors.initials: LS
authors.lastname: Ding
authors.forename: Ying-Chun
authors.initials: YC
authors.lastname: Chen
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000478:Alkylation; D000588:Amines / Q000737:chemistry; D002384:Catalysis; D019281:Dimerization; D005663:Furans / Q000737:chemistry; D006844:Hydrocarbons, Cyclic / Q000138:chemical synthesis; D006898:Hydroxylamines / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry; D009284:Naphthols / Q000737:chemistry*; D009574:Nitro Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry
chemical_list: D000475:Alkenes; D000588:Amines; D005663:Furans; D006844:Hydrocarbons, Cyclic; D006898:Hydroxylamines; D009281:Naphthalenes; D009284:Naphthols; D009574:Nitro Compounds; C086079:1,2-dihydronaphthalene; D013890:Thiourea