title: One-pot tandem diastereoselective and enantioselective synthesis of functionalized oxindole-fused spiropyrazolidine frameworks.
abstract: A highly efficient palladium(0)-catalyzed asymmetric [3+2] cycloaddition using 3-diazooxindoles serving as dipolarophiles affords functionalized pyrazolidine derivatives in an atom-economical way. In addition, by trapping the pyrazolidine derivatives with maleimides, the corresponding spiropyrazolidine oxindoles containing multiple stereogenic centers have been obtained in high yields along with moderate to good levels of diastereoselectivity and enantioselectivity under mild conditions. Thus, a novel three-component one-pot tandem reaction has been developed.
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road No. 130, Shanghai, 200237 (China).
authors.forename: Liang-Yong
authors.initials: LY
authors.lastname: Mei
authors.forename: Xiang-Ying
authors.initials: XY
authors.lastname: Tang
authors.forename: Min
authors.initials: M
authors.lastname: Shi
mesh_terms: D002384:Catalysis; D061565:Cycloaddition Reaction; D007211:Indoles / Q000737:chemistry*; D000078183:Oxindoles; D010165:Palladium / Q000737:chemistry; D011720:Pyrazoles / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007211:Indoles; D000078183:Oxindoles; D011720:Pyrazoles; D013141:Spiro Compounds; C022960:2-oxindole; D010165:Palladium
keywords: ligands; oxindoles; palladium; pyrazolidines; tandem reactions