An improved radical chain procedure for the deoxygenation of secondary and primary alcohols using diphenylsilane as hydrogen atom donor and triethylborane-air as initiator

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

Research output: Contribution to journalArticle

108 Citations (Scopus)

Abstract

Thiocarbonyl derivatives of secondary alcohols are readily reduced by diphenylsilane in a radical chain process at room temperature using triethylborane-air as an initiator. Primary alcohols react similarly at 80°. Comparison is made with the similar reactivity of tris(trimethylsilyl)silane.

Original languageEnglish
Pages (from-to)4681-4684
Number of pages4
JournalTetrahedron Letters
Volume31
Issue number33
DOIs
Publication statusPublished - 1990 Jan 1

Fingerprint

Hydrogen
Air
Alcohols
Silanes
Atoms
Derivatives
Temperature
triethylborane

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

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An improved radical chain procedure for the deoxygenation of secondary and primary alcohols using diphenylsilane as hydrogen atom donor and triethylborane-air as initiator. / Barton, Derek H.R.; Jang, Doook; Jaszberenyi, Joseph Cs.

In: Tetrahedron Letters, Vol. 31, No. 33, 01.01.1990, p. 4681-4684.

Research output: Contribution to journalArticle

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