title: Synthesis of polysubstituted 2-piperidinones via a Michael addition/nitro-Mannich/lactamization cascade.
abstract: An efficient and practical method has been developed for the diversity-oriented synthesis of polysubstituted 2-piperidinones via four-component reaction between substituted nitrostyrenes, aromatic aldehydes, ammonium acetate, and dialkyl malonates for the generation of a wide range of structurally interesting and pharmacologically significant compounds. It is worth mentioning that in the course of this reaction, the formation of products was highly stereoselective. Two differently stereochemical classes of polysubstituted 2-piperidinones depended on the substitutent position of aromatic aldehyde.
authors.affiliation: School of Chemistry and Chemical Engineering, Yangzhou University , 180 Siwangting Street, Yangzhou 225002, P. R. China.
authors.forename: Hui
authors.initials: H
authors.lastname: Liu
authors.forename: Zhengquan
authors.initials: Z
authors.lastname: Zhou
authors.forename: Qian
authors.initials: Q
authors.lastname: Sun
authors.forename: Yun
authors.initials: Y
authors.lastname: Li
authors.forename: Yan
authors.initials: Y
authors.lastname: Li
authors.forename: Jinliang
authors.initials: J
authors.lastname: Liu
authors.forename: Peiyun
authors.initials: P
authors.lastname: Yan
authors.forename: Dandan
authors.initials: D
authors.lastname: Wang
authors.forename: Cunde
authors.initials: C
authors.lastname: Wang
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D007769:Lactams / Q000138:chemical synthesis / Q000737:chemistry; D008314:Malonates / Q000138:chemical synthesis / Q000737:chemistry; D009574:Nitro Compounds / Q000138:chemical synthesis / Q000737:chemistry; D010881:Piperidones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013343:Styrenes / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D000447:Aldehydes; D007769:Lactams; D008314:Malonates; D009574:Nitro Compounds; D010881:Piperidones; D013343:Styrenes; C043384:2-piperidone