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  • 标题:Synthesis of 2,2-Dialkyl Chromanes by Intramolecular Ullmann C–O Coupling Reactions toward the Total Synthesis of D-α-Tocopherol
  • 作者:Tetsu Tsubogo ; Saki Aoyama ; Rika Takeda
  • 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:9
  • 页码:843-846
  • DOI:10.1248/cpb.c18-00460
  • 语种:English
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要:The complete synthesis of D-α-tocopherol was achieved using our developed-Ullmann C–O coupling reaction as a key reaction. The synthesis of the core structure of D-α-tocopherol, which is a chiral chromane, has never been reported using intramolecular Ullmann C–O coupling reactions owing to the low reactivity of electron-rich iodoarenes with tertiary alcohols. Because the developed intramolecular C–O coupling reactions prefer electron-rich iodoarenes with tertiary alcohols, we successfully synthesized the chiral chromane core and achieved the total synthesis of D-α-tocopherol.
  • 关键词:Ullmann C–O coupling reaction;D-α-tocopherol;2,2-dialkyl chromane
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