title: Asymmetric synthesis of spiro[isoxazolin-3,3'-oxindoles] via the catalytic 1,3-dipolar cycloaddition reaction of nitrile oxides.
abstract: A highly enantioselective 1,3-dipolar cycloaddition of nitrile oxides with 3-arylidene-oxindoles was realized by a chiral N,N'-dioxide-nickel(II) complex catalyst under mild reaction conditions. A series of spiro-isoxazoline-oxindole derivatives were obtained in moderate yields (up to 65%) with good regioselectivities (up to 99:1), excellent enantioselectivities (up to 99% ee), and exclusive diastereoselectivity as well.
authors: Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University , Chengdu 610064, People's Republic of China.
authors: Xiangjin
authors: X
authors: Lian
authors: Songsong
authors: S
authors: Guo
authors: Gang
authors: G
authors: Wang
authors: Lili
authors: L
authors: Lin
authors: Xiaohua
authors: X
authors: Liu
authors: Xiaoming
authors: X
authors: Feng
mesh_terms: D002384:Catalysis; D018360:Crystallography, X-Ray; D061565:Cycloaddition Reaction; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D010087:Oxides / Q000737:chemistry*; D000078183:Oxindoles; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D007211:Indoles; D009570:Nitriles; D010087:Oxides; D000078183:Oxindoles; D013141:Spiro Compounds; C022960:2-oxindole; C547128:nickel dioxide; D009532:Nickel