title: Direct asymmetric anti-Mannich-type reactions catalyzed by cinchona alkaloid derivatives.
abstract: A series of cinchona alkaloid derivatives were used to catalyze the asymmetric anti-Mannich-type reaction of 3-methyl-2-oxindole with N-tosyl aryl aldimines. The resulting anti-3,3-disubstituted 2-oxindole products were obtained in good yields (up to 92%) with high diastereo- and enantioselectivities (anti/syn up to 97:3 and 91% ee).
authors.affiliation: Department of Pharmacy, Jilin Medical College, Jilin, China.
authors.forename: Ying
authors.initials: Y
authors.lastname: Jin
authors.forename: Di
authors.initials: D
authors.lastname: Chen
authors.forename: Xiu Rong
authors.initials: XR
authors.lastname: Zhang
mesh_terms: D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D000078183:Oxindoles; D013237:Stereoisomerism
chemical_list: D002930:Cinchona Alkaloids; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole; C035500:3-methyloxindole
keywords: anti-3,3-disubstituted 2-oxindole; anti-Mannich reaction; asymmetric; cinchona alkaloid derivatives