title: Asymmetric synthesis of the HMG-CoA reductase inhibitor atorvastatin calcium: an organocatalytic anhydride desymmetrization and cyanide-free side chain elongation approach.
abstract: An efficient asymmetric synthesis of atorvastatin calcium has been achieved from commercially available diethyl 3-hydroxyglutarate through a novel approach that involves an organocatalytic enantioselective cyclic anhydride desymmetrization to establish C(3) stereogenicity and cyanide-free assembly of C7 amino type side chain via C5+C2 strategy as the key transformations.
authors.affiliation: Department of Chemistry and ‡Institutes of Biomedical Science, Fudan University , Shanghai 200433, People's Republic of China.
authors.forename: Xiaofei
authors.initials: X
authors.lastname: Chen
authors.forename: Fangjun
authors.initials: F
authors.lastname: Xiong
authors.forename: Wenxue
authors.initials: W
authors.lastname: Chen
authors.forename: Qiuqin
authors.initials: Q
authors.lastname: He
authors.forename: Fener
authors.initials: F
authors.lastname: Chen
mesh_terms: D000812:Anhydrides; D000069059:Atorvastatin; D002118:Calcium / Q000737:chemistry*; D003486:Cyanides / Q000737:chemistry*; D005977:Glutarates / Q000737:chemistry*; D006538:Heptanoic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D019161:Hydroxymethylglutaryl-CoA Reductase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000812:Anhydrides; D003486:Cyanides; D005977:Glutarates; D006538:Heptanoic Acids; D019161:Hydroxymethylglutaryl-CoA Reductase Inhibitors; D011758:Pyrroles; C000592418:diethyl 3-hydroxyglutarate; D000069059:Atorvastatin; D002118:Calcium