title: N-methyl-(R)-3-(tert-butyl)-sulfinyl-1,4-dihydropyridine: a novel NADH model compound.
abstract: We have synthesized a novel chiral NADH model compound, N-methyl-(R)-3-(tert-butyl)-sulphinyl-1,4-dihydropyridine with high enantioselectivity and used it in the reduction of methyl benzoylformate, producing (S)-methyl mandelate in 95% ee. The absolute structure of its precursor, 3-(tert-butyl)sulfinyl pyridine, was determined by X-ray analysis.
authors.affiliation: Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, PR China. wilma@mail.ustc.edu.cn
authors.forename: Kun
authors.initials: K
authors.lastname: Xie
authors.forename: You-Cheng
authors.initials: YC
authors.lastname: Liu
authors.forename: Yi
authors.initials: Y
authors.lastname: Cui
authors.forename: Jian-Ge
authors.initials: JG
authors.lastname: Wang
authors.forename: Yao
authors.initials: Y
authors.lastname: Fu
authors.forename: Thomas C W
authors.initials: TC
authors.lastname: Mak
mesh_terms: D004095:Dihydropyridines / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D009243:NAD / Q000737:chemistry*; D013454:Sulfoxides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D004095:Dihydropyridines; C523621:N-methyl-3-(tert-butyl)sulfinyl-1,4-dihydropyridine; D013454:Sulfoxides; D009243:NAD; C038806:1,4-dihydropyridine