Stereocontrolled synthesis of 2-substituted-1,3-azasilaheterocycles

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  • Dácil Hernández
  • ,
  • Lone Nielsen, Denmark
  • Karl B Lindsay, Denmark
  • M Angeles López-García
  • ,
  • Klaus Bjerglund, Denmark
  • Troels Skrydstrup
Chiral alpha-silylsulfinamides, prepared by the treatment of an alkyldiphenylsilane with lithium followed by its addition to a sulfinimine, can be applied to the synthesis of 1,3-azasilaheterocycles as derivatives of cyclic alkaloids. This synthetic route, which involves intramolecular substitution of an amino alcohol or cyclization of an amino acid promoted by 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC), represents a convenient means for accessing these silicon-containing heterocycles.
Original languageEnglish
JournalOrganic Letters
Pages (from-to)3528-3531
Number of pages4
Publication statusPublished - 6 Aug 2010

    Research areas

  • Alkaloids, Aza Compounds, Combinatorial Chemistry Techniques, Cyclization, Heterocyclic Compounds, 1-Ring, Imines, Lithium, Molecular Structure, Silanes, Stereoisomerism, Sulfonium Compounds

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