title: One-pot tandem approach to spirocyclic oxindoles featuring adjacent spiro-stereocenters.
abstract: All in a sequence: An organocatalyzed Morita-Baylis-Hillman (MBH)/bromination/[3+2] annulation sequence for highly stereoselective syntheses of bis(spirooxindole)s featuring adjacent spiro-stereocenters is described. The key step is an unprecedented catalytic asymmetric [3+2] annulation of isatin-derived MBH adducts, containing a tetrasubstituted alkene moiety, with isatins.
authors.affiliation: Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663N, Zhongshan Road, Shanghai 200062 (China).
authors.forename: Yun-Lin
authors.initials: YL
authors.lastname: Liu
authors.forename: Xin
authors.initials: X
authors.lastname: Wang
authors.forename: Yu-Lei
authors.initials: YL
authors.lastname: Zhao
authors.forename: Feng
authors.initials: F
authors.lastname: Zhu
authors.forename: Xing-Ping
authors.initials: XP
authors.lastname: Zeng
authors.forename: Long
authors.initials: L
authors.lastname: Chen
authors.forename: Cui-Hong
authors.initials: CH
authors.lastname: Wang
authors.forename: Xiao-Li
authors.initials: XL
authors.lastname: Zhao
authors.forename: Jian
authors.initials: J
authors.lastname: Zhou
mesh_terms: D002384:Catalysis; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D000078183:Oxindoles; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007211:Indoles; D000078183:Oxindoles; D013141:Spiro Compounds; C022960:2-oxindole
keywords: asymmetric catalysis; heterocycles; organocatalysis; spiro compounds; synthetic methods