The invention of radical reactions. Part XXI. Simple methods for the radical deoxygenation of primary alcohols.

Derek H.R. Barton, Paul Blundell, Joseph Dorchak, Doo Ok Jang, Joseph Cs Jaszberenyi

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Abstract

Novel radical-chain deoxygenations of primary alcohols are described. The alcohols are acylated with the reagents pentafluorophenyl chlorothionoformate, 2,4,6-trichlorophenyl chlorothionoformate and 4-fluorophenyl chlorothionoformate and the intermediate thionocarbonates are deoxygenated with tributyltin hydride, triphenylsilane, diphenylsilane or phenylsilane in high-yielding reactions.

Original languageEnglish
Pages (from-to)8969-8984
Number of pages16
JournalTetrahedron
Volume47
Issue number43
DOIs
Publication statusPublished - 1991 Nov 4

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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