title: Catalytic enantioselective desymmetrization of meso-glutaric anhydrides using a stable Ni2-Schiff base catalyst.
abstract: We describe the desymmetrization of meso-glutaric anhydrides to chiral hemiesters using a bench-stable homodinuclear Ni(2)-(Schiff base) complex as the catalyst in good to excellent yield (up to 99%) and enantioselectivity (up to 94%). Using the opposite enantiomer of the catalyst, we obtained the same yield and enantioselectivity with the opposite configuration, thereby gaining access to both hemiester enantiomers.
authors.affiliation: Institute of Microbial Chemistry, Tokyo, 3-14-23 Kamiosaki, Tokyo 141-0021, Japan.
authors.forename: Purushothaman
authors.initials: P
authors.lastname: Gopinath
authors.forename: Takumi
authors.initials: T
authors.lastname: Watanabe
authors.forename: Masakatsu
authors.initials: M
authors.lastname: Shibasaki
mesh_terms: D000812:Anhydrides / Q000737:chemistry*; D002384:Catalysis; D005977:Glutarates / Q000737:chemistry*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D012545:Schiff Bases / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000812:Anhydrides; D005977:Glutarates; D012545:Schiff Bases; C079643:glutaric anhydride; D009532:Nickel