title: Chiral cinchona alkaloid-derived thiourea catalyst for enantioselective synthesis of novel β-amino esters by Mannich reaction.
abstract: A cinchona alkaloid-derived thiourea catalyst has been designed to access new asymmetric β-amino esters bearing benzothiazole moiety by utilizing a Mannich reaction between an imine and a malonate. A simultaneous activation of the two imine functionalities and malonate by the bifunctional chiral organocatalyst is proposed to account for the good yields (71-91%) and high enantiomeric excess (89.4-98.5%) under mild conditions.
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025, People's Republic of China.
authors.forename: Weihua
authors.initials: W
authors.lastname: Li
authors.forename: Baoan
authors.initials: B
authors.lastname: Song
authors.forename: Pinaki S
authors.initials: PS
authors.lastname: Bhadury
authors.forename: Liang
authors.initials: L
authors.lastname: Li
authors.forename: Zhenchao
authors.initials: Z
authors.lastname: Wang
authors.forename: Xiaoyan
authors.initials: X
authors.lastname: Zhang
authors.forename: Deyu
authors.initials: D
authors.lastname: Hu
authors.forename: Zhuo
authors.initials: Z
authors.lastname: Chen
authors.forename: Yuping
authors.initials: Y
authors.lastname: Zhang
authors.forename: Song
authors.initials: S
authors.lastname: Bai
authors.forename: Jian
authors.initials: J
authors.lastname: Wu
authors.forename: Song
authors.initials: S
authors.lastname: Yang
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D002930:Cinchona Alkaloids / Q000737:chemistry*; D004952:Esters; D008352:Mannich Bases / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity; D013890:Thiourea / Q000737:chemistry*
chemical_list: D002930:Cinchona Alkaloids; D004952:Esters; D008352:Mannich Bases; D013890:Thiourea