title: Organocatalyzed enantioselective decarboxylative stereoablation reaction for the construction of 3,3'-disubstituted oxindoles using β-ketoacids and 3-halooxindoles.
abstract: An unprecedented method for the construction of optically active 3,3'-disubstituted oxindoles via an organocatalyzed decarboxylative stereoablation reaction has been developed. We describe the first asymmetric reaction between β-ketoacids and 3-halooxindoles utilizing an organocatalyst. This method allows for the formation of a variety of 3,3'-disubstituted oxindoles bearing a keto-carbonyl group, which are not easily accessible using other methodologies, in moderate to good yields with high enantioselectivities.
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
authors.forename: Jian
authors.initials: J
authors.lastname: Zuo
authors.forename: Yu-Hua
authors.initials: YH
authors.lastname: Liao
authors.forename: Xiao-Mei
authors.initials: XM
authors.lastname: Zhang
authors.forename: Wei-Cheng
authors.initials: WC
authors.lastname: Yuan
mesh_terms: D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D000078183:Oxindoles; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D002264:Carboxylic Acids; D007211:Indoles; D007659:Ketones; D000078183:Oxindoles; C022960:2-oxindole