title: A novel and highly regioselective approach to 5-methoxy-6-substituted-3-sulfonyl-delta-enlactams from 5-methoxy-3-sulfonyl glutarimide: synthesis of cis-2-substituted-3-piperidinols.
abstract: A convenient method for the preparation of 5-methoxy-6-substituted-3-sulfonyl-delta-enlactams via regioselective nucleophilic addition to 5-methoxy-3-sulfonyl glutarimide is described. Formal syntheses of L-733,060, CP-99,994, and cassine are also reported.
authors.affiliation: Department of Chemistry, National Sun Yat-Sen University, Kaohsiung 804, Taiwan, ROC.
authors.forename: Min-Ruei
authors.initials: MR
authors.lastname: Tsai
authors.forename: Bo-Fong
authors.initials: BF
authors.lastname: Chen
authors.forename: Chih-Ching
authors.initials: CC
authors.lastname: Cheng
authors.forename: Nein-Chen
authors.initials: NC
authors.lastname: Chang
mesh_terms: D007769:Lactams / Q000138:chemical synthesis*; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis*; D010881:Piperidones / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C499755:5-methoxy-3-sulfonyl glutarimide; D007769:Lactams; D010880:Piperidines; D010881:Piperidones