title: 3-Bromooxindoles as nucleophiles in asymmetric organocatalytic Mannich reactions with N-Ts-imines.
abstract: A direct asymmetric Mannich reaction of N-unprotected 3-bromooxindoles with N-Ts-imines catalyzed by bifunctional thiourea derived from 2-substituted cinchona alkaloid was developed. Products with vicinal chiral tertiary and brominated quaternary stereogenic centers were achieved in excellent diastereo- and enantioselectivity (up to 99 : 1 dr, 99% ee).
authors.affiliation: School of Chemistry and Chemical Engineering, Southwest University, 2 N. Tiansheng Road, Chongqing, 400715, PR China.
authors.forename: Jianhao
authors.initials: J
authors.lastname: Li
authors.forename: Taiping
authors.initials: T
authors.lastname: Du
authors.forename: Gang
authors.initials: G
authors.lastname: Zhang
authors.forename: Yungui
authors.initials: Y
authors.lastname: Peng
mesh_terms: D000478:Alkylation; D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D000078183:Oxindoles; D013141:Spiro Compounds / Q000737:chemistry
chemical_list: D002930:Cinchona Alkaloids; D007097:Imines; D007211:Indoles; D000078183:Oxindoles; D013141:Spiro Compounds; C022960:2-oxindole