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  • 标题:A Facile and Convenient Synthesis of Trisubstituted (E)-α,β-Unsaturated Esters by Tandem Acetylation-E1cB Reaction
  • 作者:Minoru Ozeki ; Minoru Ozeki ; Ayumi Hachino
  • 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:71-74
  • DOI:10.1248/cpb.c18-00666
  • 语种:English
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要:A facile and convenient synthesis of trisubstituted ( E )-α,β-unsaturated esters was developed by improving our previously established method. The new method circumvented the separation of the intermediates, which have an activating group of the hydroxyl group in β-hydroxy esters, furnishing α,β-unsaturated esters in shorter steps than the previous method: an acetylation of β-hydroxy group and subsequent E1cB reaction proceeded in tandem. In addition, the new method can not only employ a diastereomeric mixture of the substrate for the E1cB reaction, it has a wide substrate scope as well, which would enable the synthesis of various trisubstituted ( E )-α,β-unsaturated esters.
  • 关键词:stereoselective synthesis;E1cB reaction;tandem acetylation-E1cB reaction;trisubstituted (E)-α,β-unsaturated ester
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