title: Asymmetric construction of spirocyclohexanonerhodanines catalyzed by simple diamine derived from chiral tert-leucine.
abstract: A diamine-catalyzed asymmetric tandem reaction between α,β-unsaturated ketones and rhodanine derivatives has been developed to synthesize various spirocyclic compounds with high stereoselectivities (up to 99% ee and >20:1 dr). The products obtained contain two pharmaceutically relevant features: the biologically active rhodanine moiety embedded in a spirocyclic unit.
authors.affiliation: Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China.
authors.forename: Wenbin
authors.initials: W
authors.lastname: Wu
authors.forename: Huicai
authors.initials: H
authors.lastname: Huang
authors.forename: Xiaoqian
authors.initials: X
authors.lastname: Yuan
authors.forename: Kailong
authors.initials: K
authors.lastname: Zhu
authors.forename: Jinxing
authors.initials: J
authors.lastname: Ye
mesh_terms: D002384:Catalysis; D003959:Diamines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D007930:Leucine / Q000031:analogs & derivatives; D012236:Rhodanine / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D014633:Valine / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: D003959:Diamines; D007659:Ketones; D013141:Spiro Compounds; C089871:2-amino-3,3-dimethylbutanoic acid; D012236:Rhodanine; D007930:Leucine; D014633:Valine