title: An organocatalytic Michael-Michael cascade for the enantioselective construction of spirocyclopentane bioxindoles: control of four contiguous stereocenters.
abstract: An organocatalytic Michael-Michael cascade for the enantioselective construction of spirocyclopentane bioxindoles was developed in moderate to good yield with good diastereoselectivities and excellent enantioselectivities. The straightforward process, catalyzed by a bifunctional chiral squaramide catalyst, serves as a powerful tool for the enantioselective construction of potentially biological bioxindoles with four contiguous chiral centers, of which two are spiro all-carbon quaternary centers on a single cyclopentane ring.
authors.affiliation: School of Life Sciences, Key Laboratory of Preclinical Study for New Drugs of Gansu Province, and School of Pharmacy, Lanzhou University , Lanzhou 730000, China.
authors.forename: Wangsheng
authors.initials: W
authors.lastname: Sun
authors.forename: Liang
authors.initials: L
authors.lastname: Hong
authors.forename: Gongming
authors.initials: G
authors.lastname: Zhu
authors.forename: Zilong
authors.initials: Z
authors.lastname: Wang
authors.forename: Xiaojin
authors.initials: X
authors.lastname: Wei
authors.forename: Jingman
authors.initials: J
authors.lastname: Ni
authors.forename: Rui
authors.initials: R
authors.lastname: Wang
mesh_terms: D002384:Catalysis; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D003517:Cyclopentanes; D006576:Heterocyclic Compounds, 4 or More Rings; D007211:Indoles; D013141:Spiro Compounds