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.
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.
Tsai
Min-Ruei
MR
Department of Chemistry, National Sun Yat-Sen University, Kaohsiung 804, Taiwan, ROC.
Chen
Bo-Fong
BF
Cheng
Chih-Ching
CC
Chang
Nein-Chen
NC
D007769:Lactams / Q000138:chemical synthesis*; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis*; D010881:Piperidones / Q000737:chemistry*; D013237:Stereoisomerism
C499755:5-methoxy-3-sulfonyl glutarimide; D007769:Lactams; D010880:Piperidines; D010881:Piperidones