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Efficient Synthesis of 4,5‐Disubstituted‐3‐Toluenesulfonyl Glutarimides. Application to the Formal Synthesis of Mappicine Ketone
Authors:Yung‐Sheng Wang  Nein‐Chen Chang  Ching‐Han Lin  Huo‐Mu Tai
Institution:1. Department of Chemistry, National Sun Yat‐Sen University, Kaohsiung, Taiwan 804, R.O.C.;2. Department of Applied Chemistry, Chia‐Nan University of Pharmacy and Science, Tainan 717, Taiwan, R.O.C.
Abstract:Various 4,5‐disubstituted‐3‐sulfonyl glutarimides 3 were synthesized from α‐sulfonyl acetamide 1 and ethyl α,β‐disubstituted acrylate esters 2 via stepwise facile 3+3] annulation in moderate yield. The synthesis of pyridin‐2‐one 9 , a key intermediate for mappicine ketone ( 4 ) synthesis, was also reported.
Keywords:Ethyl α    β  ‐disubstituted acrylate esters  [3+3] Annulation  Mappicine ketone
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