title: An asymmetric approach toward chiral multicyclic spirooxindoles from isothiocyanato oxindoles and unsaturated pyrazolones by a chiral tertiary amine thiourea catalyst.
abstract: The first organocatalytic Michael-cyclization cascade reaction between isothiocyanato oxindoles and unsaturated pyrazolones has been developed. The multicyclic spiro[oxindole/thiobutyrolactam/pyrazolone] core structures containing three contiguous stereogenic centers, including two spiro quaternary centers, were prepared with excellent diastereo- (up to >20 : 1) and enantioselectivities (up to 99% ee).
authors: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, State Key Laboratory of Applied Organic Chemistry and Institute of Biochemistry and Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou, 730000, China.
authors: Qiao
authors: Q
authors: Chen
authors: Jinyan
authors: J
authors: Liang
authors: Shoulei
authors: S
authors: Wang
authors: Dong
authors: D
authors: Wang
authors: Rui
authors: R
authors: Wang
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D017879:Isothiocyanates / Q000737:chemistry*; D015394:Molecular Structure; D047069:Pyrazolones / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013890:Thiourea / Q000737:chemistry*
chemical_list: D000588:Amines; D007211:Indoles; D017879:Isothiocyanates; D047069:Pyrazolones; D013141:Spiro Compounds; D013890:Thiourea