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

Research output: Contribution to journalArticle

58 Citations (Scopus)

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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Patents and inventions
Alcohols
tributyltin

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Barton, Derek H.R. ; Blundell, Paul ; Dorchak, Joseph ; Jang, Doo Ok ; Jaszberenyi, Joseph Cs. / The invention of radical reactions. Part XXI. Simple methods for the radical deoxygenation of primary alcohols. In: Tetrahedron. 1991 ; Vol. 47, No. 43. pp. 8969-8984.
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The invention of radical reactions. Part XXI. Simple methods for the radical deoxygenation of primary alcohols. / Barton, Derek H.R.; Blundell, Paul; Dorchak, Joseph; Jang, Doo Ok; Jaszberenyi, Joseph Cs.

In: Tetrahedron, Vol. 47, No. 43, 04.11.1991, p. 8969-8984.

Research output: Contribution to journalArticle

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