title: Organocatalytic enantioselective peroxidation of ketimines derived from isatins.
abstract: The first catalytic enantioselective addition of hydroperoxides to ketimines derived from isatins has been developed. Excellent yields and enantioselectivities were observed for the reaction of various ketimines with peroxides using a cinchona alkaloid sulfonamide catalyst. Both enantiomers of products could be obtained by using pseudoenantiomeric chiral catalysts. The obtained product can be converted to optically active α-amino hydroperoxide.
authors.affiliation: Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
authors.forename: Shuichi
authors.initials: S
authors.lastname: Nakamura
authors.affiliation: Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
authors.forename: Shun
authors.initials: S
authors.lastname: Takahashi
mesh_terms: D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D007510:Isatin / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010545:Peroxides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry*
chemical_list: D002930:Cinchona Alkaloids; D007097:Imines; D009570:Nitriles; D010545:Peroxides; D013449:Sulfonamides; C542835:ketimine; D007510:Isatin; D006861:Hydrogen Peroxide