title: Highly efficient and stereoselective construction of dispiro-[oxazolidine-2-thione]bisoxindoles and dispiro[imidazolidine-2-thione]bisoxindoles.
abstract: An efficient and stereoselective reaction between 3-isothiocyanato oxindoles and isatins/isatinimines has been developed to afford structurally diverse dispiro[oxazolidine-2-thione]bisoxindoles and dispiro[imidazolidine-2-thione]bisoxindoles in excellent results under mild conditions. The potential of asymmetric induction by means of a chiral auxiliary was explored. The isomers are separable, and products could be isolated as single diastereomers by column chromatography. Further synthetic transformations of the reaction product were also successfully realized.
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
authors.forename: Yan-Yan
authors.initials: YY
authors.lastname: Han
authors.forename: Wen-Bing
authors.initials: WB
authors.lastname: Chen
authors.forename: Wen-Yong
authors.initials: WY
authors.lastname: Han
authors.forename: Zhi-Jun
authors.initials: ZJ
authors.lastname: Wu
authors.forename: Xiao-Mei
authors.initials: XM
authors.lastname: Zhang
authors.forename: Wei-Cheng
authors.initials: WC
authors.lastname: Yuan
mesh_terms: D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D000078183:Oxindoles; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007211:Indoles; D010080:Oxazoles; D000078183:Oxindoles; D013141:Spiro Compounds; C022960:2-oxindole; C064210:oxazolidine