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文章基本信息

  • 标题:Synthetic Studies of Isoschizogamine: Alternative Preparation of the Key Intermediate
  • 作者:Noriyuki Hayashi ; Noriyuki Hayashi ; Yusuke Miura
  • 期刊名称:Chemical and Pharmaceutical Bulletin
  • 印刷版ISSN:0009-2363
  • 电子版ISSN:1347-5223
  • 出版年度:2019
  • 卷号:67
  • 期号:1
  • 页码:64-70
  • DOI:10.1248/cpb.c18-00718
  • 语种:English
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要:An alternative synthetic route toward a key intermediate in the total synthesis of isoschizogamine is described. The Claisen–Johnson rearrangement stereoselectively constructed a quaternary carbon. Trifluoroperacetic acid mediated the Baeyer–Villiger oxidation to form a bicyclic lactone. The Mukaiyama–Matsuo protocol converted the lactone into an α,β-unsaturated lactone, that was used as the substrate for the rhodium-mediated 1,4-addition of an arylboronic acid.
  • 关键词:alkaloid;lactone;quaternary carbon;rearrangement;total synthesis
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