title: Efficient synthesis of carbazolespirooxindole skeletons via asymmetric Diels-Alder reaction of 3-vinylindoles and methyleneindolinones.
abstract: A highly efficient catalytic asymmetric Diels-Alder reaction between 3-vinylindoles and methyleneindolinones has been achieved using chiral N,N'-dioxide-Ni(II) complexes as the catalysts. A wide variety of substrates were readily tolerated, generating exclusively the corresponding exo-carbazolespirooxindole derivatives in excellent yields with high enantiomeric excesses (up to 98% yield, >99 : 1 d.r., and 98% ee) under mild reaction conditions.
authors: Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China. xmfeng@scu.edu.cn.
authors: Haifeng
authors: H
authors: Zheng
authors: Peng
authors: P
authors: He
authors: Yangbin
authors: Y
authors: Liu
authors: Yulong
authors: Y
authors: Zhang
authors: Xiaohua
authors: X
authors: Liu
authors: Lili
authors: L
authors: Lin
authors: Xiaoming
authors: X
authors: Feng
mesh_terms: D002227:Carbazoles / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D007202:Indicators and Reagents; D007211:Indoles / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D009532:Nickel / Q000737:chemistry; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D002227:Carbazoles; D007202:Indicators and Reagents; D007211:Indoles; D013141:Spiro Compounds; D014753:Vinyl Compounds; D009532:Nickel