title: Chiral Iodine-Catalyzed Dearomatizative Spirocyclization for the Enantioselective Construction of an All-Carbon Stereogenic Center.
abstract: The first enantioselective dearomatizative spirocyclization of 1-hydroxy-N-aryl-2-naphthamide derivatives has been accomplished by chiral organoiodine catalysis to stereoselectively create an all-carbon stereogenic center, providing a straightforward approach to access spirooxindole derivatives in good yields and with high to excellent levels of enantioselectivity. Chiral hypervalent phenyl-λ(3) -iodanes generated in situ from the oxidation of the chiral phenyl iodine actually participate in the asymmetric oxidative dearomatizative spirocyclization reaction.
authors.affiliation: Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026 (P. R. China).
authors.forename: Dong-Yang
authors.initials: DY
authors.lastname: Zhang
authors.affiliation: Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026 (P. R. China).
authors.forename: Lue
authors.initials: L
authors.lastname: Xu
authors.affiliation: Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026 (P. R. China).
authors.forename: Hua
authors.initials: H
authors.lastname: Wu
authors.affiliation: Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026 (P. R. China). gonglz@ustc.edu.cn.|Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300072 (P. R. China). gonglz@ustc.edu.cn.
authors.forename: Liu-Zhu
authors.initials: LZ
authors.lastname: Gong
keywords: asymmetric catalysis; dearomatization; hypervalent iodine; organocatalysis; spirooxindoles