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  • 标题:Direct Synthesis of Bicyclic Acetals via Visible Light Catalysis
  • 本地全文:下载
  • 作者:Fengjin Wu ; Leifeng Wang ; Ying Ji
  • 期刊名称:iScience
  • 印刷版ISSN:2589-0042
  • 出版年度:2020
  • 卷号:23
  • 期号:8
  • 页码:1-106
  • DOI:10.1016/j.isci.2020.101395
  • 语种:English
  • 出版社:Elsevier
  • 摘要:SummaryPolysubstituted bicyclic acetals are a class of privileged pharmacophores with a unique 3D structure and an adjacent pair of hydrogen bond acceptors. The key, fused acetal functionality is often assembled, via intramolecular cyclization, from linear substrates that are not readily available. Herein, we report a formal cycloaddition between cinnamyl alcohols and cyclic enol ethers under ambient photoredox catalysis conditions. Polysubstituted bicyclic acetals can be prepared in one step from readily available building blocks. Employment of sugar-derived enol ethers allows easy access to a library of scaffolds with intriguing conformation and medicinal chemistry potential.Graphical AbstractDisplay OmittedHighlights•Synergistic catalysis of photocatalyst and HAT reagent•5/5, 5/6, 5/7, 6/6 bicyclic acetals and polysubstituted THF formed in one step•High stability of bicyclic acetal in SIF and SGFChemistry; Catalysis; Organic Synthesis
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