Translation of the copper/bipyridine-promoted Petasis reaction to solid phase-coupled DNA for encoded library synthesis
作者: Marco PotowskiRobin EskenAndreas Brunschweiger
作者单位: 1Faculty of Chemistry and Chemical Biology, TU Dortmund University, Otto-Hahn-Straße 6, D 44227 Dortmund, Germany
刊名: Bioorganic & Medicinal Chemistry, 2020, Vol.28 (9)
来源数据库: Elsevier Journal
DOI: 10.1016/j.bmc.2020.115441
关键词: DNA-encoded libraryEncoded chemistryMulticomponent reactionPetasis reactionΑ-aryl glycines
原始语种摘要: Abstract(#br)The Petasis three-component reaction gives rise to diverse substituted α-aryl glycines from readily available amines, boronic acids and glyoxalic acid. Thus, this reaction is highly attractive for DNA-encoded small molecule screening library synthesis. The Petasis reaction is for instance promoted by a potentially DNA damaging copper(I)/bipyridine reagent system in dry organic solvents. We found that solid phase-coupled DNA strands tolerated this reagent system at elevated temperature allowing for synthesis of diverse substituted DNA-tagged α-aryl glycines from DNA-conjugated secondary amines.
全文获取路径: Elsevier  (合作)
影响因子:2.903 (2012)

  • reaction 反酌
  • bipyridine 双吡啶
  • library 图书馆
  • phase 相位
  • coupled 耦合
  • synthesis 合成
  • encoded 编码
  • DNA Deoxyribonucleic Acid
  • chemistry 化学
  • copper