title: Highly stereoselective construction of novel dispirooxindole-imidazolidines via self-1,3-dipolar cyclization of ketimines.
abstract: An acid-promoted self-1,3-dipolar cycloaddition of ketimines derived from isatins and benzylamines was successfully developed to assemble unprecedented dispirooxindole-imidazolidine ring systems. Generally, excellent diastereoselectivities (only a single stereoisomer formed) and good yields (up to 94%) were obtained. Consequently, this self-1,3-dipolar cycloaddition protocol offers facile access to a novel dispiroheterocyclic skeleton.
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, Changsha, Hunan 410083, P. R. China. hyangchem@csu.edu.cn.
authors.forename: Yan-Hua
authors.initials: YH
authors.lastname: Sun
authors.forename: Yu
authors.initials: Y
authors.lastname: Xiong
authors.forename: Chu-Qin
authors.initials: CQ
authors.lastname: Peng
authors.forename: Wu
authors.initials: W
authors.lastname: Li
authors.forename: Jun-An
authors.initials: JA
authors.lastname: Xiao
authors.forename: Hua
authors.initials: H
authors.lastname: Yang
mesh_terms: D001596:Benzylamines / Q000737:chemistry; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000737:chemistry; D048289:Imidazolidines / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D007510:Isatin / Q000737:chemistry; D008968:Molecular Conformation; D009570:Nitriles / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001596:Benzylamines; D006571:Heterocyclic Compounds; D048289:Imidazolidines; D007097:Imines; D007211:Indoles; D009570:Nitriles; D013141:Spiro Compounds; C542835:ketimine; D007510:Isatin; C030796:benzylamine