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文章基本信息

  • 标题:Asymmetric Fluorination of Cyclic Tetrasubstituted Alkenes with a Pendant Amide Groups under Dianionic Phase-Transfer Catalysis
  • 作者:Tomoki Niwa ; Kiyoshi Ujiie ; Hitomi Sato
  • 期刊名称:Chemical and Pharmaceutical Bulletin
  • 印刷版ISSN:0009-2363
  • 电子版ISSN:1347-5223
  • 出版年度:2018
  • 卷号:66
  • 期号:10
  • 页码:920-922
  • DOI:10.1248/cpb.c18-00551
  • 语种:English
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要:Asymmetric fluorination of cyclic tetrasubstituted alkenes with a pendant amide group was investigated under dianionic phase-transfer catalysis. Fluorination proceeded with high face selectivity, affording the corresponding allylic fluorides with a chiral tetrasubstituted carbon center with up to 97% enantiomeric excess (ee). It should be noted that deprotonative fluorination occurred mainly in preference to intramolecular nucleophilic attack of the amide group.
  • 关键词:fluorination;asymmetric catalysis;phase-transfer catalyst;allylic fluoride;chiral tetrasubstituted carbon center
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