title: Reversal of enantioselective Friedel-Crafts C3-alkylation of pyrrole by slightly tuning the amide units of N,N'-dioxide ligands.
abstract: Chiral Ni(ii)-complexes of N,N'-dioxides show high catalytic activity and enantioselectivity in catalysing the asymmetric Friedel-Crafts C3-alkylation of 2,5-dimethyl pyrrole to β,γ-unsaturated α-ketoesters. A dramatic reversal of enantioselectivity is realized with ligands derived from the same type of chiral source of l-ramipril, by slightly tuning the amide units.
authors.affiliation: Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China. xmfeng@scu.edu.cn.
authors.forename: Yulong
authors.initials: Y
authors.lastname: Zhang
authors.forename: Na
authors.initials: N
authors.lastname: Yang
authors.forename: Xiaohua
authors.initials: X
authors.lastname: Liu
authors.forename: Jing
authors.initials: J
authors.lastname: Guo
authors.forename: Xiying
authors.initials: X
authors.lastname: Zhang
authors.forename: Lili
authors.initials: L
authors.lastname: Lin
authors.forename: Changwei
authors.initials: C
authors.lastname: Hu
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Feng
mesh_terms: D000478:Alkylation; D000577:Amides / Q000737:chemistry; D056831:Coordination Complexes / Q000737:chemistry; D008024:Ligands; D009532:Nickel / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000577:Amides; D056831:Coordination Complexes; D008024:Ligands; D011758:Pyrroles; D009532:Nickel; C067286:2,5-dimethylpyrrole