The invention of radical reactions. Part XXXI. Diphenylsilane: a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry

Derek H.R. Barton, Doook Jang, Joseph Cs Jaszberenyi

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53 Citations (Scopus)

Abstract

Various thionocarbonates and xanthates of alcohols and bis-xanthates of vic-diols are readily deoxygenated to the corresponding hydrocarbons or olefins, while bromides and iodides are dehalogenated with diphenylphenylsilane in good yield.

Original languageEnglish
Pages (from-to)7193-7214
Number of pages22
JournalTetrahedron
Volume49
Issue number33
DOIs
Publication statusPublished - 1993 Aug 13

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Dehalogenation
Deamination
Alkenes
Patents and inventions
Iodides
Hydrocarbons
Bromides
Alcohols
Derivatives

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

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abstract = "Various thionocarbonates and xanthates of alcohols and bis-xanthates of vic-diols are readily deoxygenated to the corresponding hydrocarbons or olefins, while bromides and iodides are dehalogenated with diphenylphenylsilane in good yield.",
author = "Barton, {Derek H.R.} and Doook Jang and Jaszberenyi, {Joseph Cs}",
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T2 - a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry

AU - Barton, Derek H.R.

AU - Jang, Doook

AU - Jaszberenyi, Joseph Cs

PY - 1993/8/13

Y1 - 1993/8/13

N2 - Various thionocarbonates and xanthates of alcohols and bis-xanthates of vic-diols are readily deoxygenated to the corresponding hydrocarbons or olefins, while bromides and iodides are dehalogenated with diphenylphenylsilane in good yield.

AB - Various thionocarbonates and xanthates of alcohols and bis-xanthates of vic-diols are readily deoxygenated to the corresponding hydrocarbons or olefins, while bromides and iodides are dehalogenated with diphenylphenylsilane in good yield.

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