title: Highly enantioselective nitro-Mannich reaction catalyzed by cinchona alkaloids and N-benzotriazole derived ammonium salts.
abstract: The catalytic enantio- and diastereoselective nitro-Mannich reaction of α-amido sulfones in the mixed solvent of toluene/H(2)O has been realized using a phase-transfer catalyst (PTC) derived from cinchona alkaloids and N-benzotriazole. It performed well over a wide range of substrates to give the desired products in good yields (up to 94%) with excellent enantioselectivities (up to 99% ee) and diastereoselectivities (up to 99:1).
authors.affiliation: Department of Chemistry, School of Pharmacy, Fourth Military Medical University, Shaanxi Province, Xi'an 710032, PR China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Wei
authors.forename: Wei
authors.initials: W
authors.lastname: He
authors.forename: Yulong
authors.initials: Y
authors.lastname: Liu
authors.forename: Peng
authors.initials: P
authors.lastname: Liu
authors.forename: Shengyong
authors.initials: S
authors.lastname: Zhang
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis; D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D003959:Diamines / Q000138:chemical synthesis; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D002930:Cinchona Alkaloids; D003959:Diamines; D000644:Quaternary Ammonium Compounds; D014230:Triazoles; C012771:benzotriazole