Synthesis of lipophilic 3,4-disubstituted 2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl radicals

T. Kalai, N. M. Baracz, G. Jerkovich, O. H. Hankovszky, K. Hideg

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Abstract

The Grignard reaction of the esters 2a, b with octylmagnesium bromide proceeds through an allylic rearrangement to give the 3-methylene-4-octyl radical 3. Bromination of its O-acetyl derivative 5 gives allylic bromides 6 and 7 as key intermediates toward lipophilic spin labels.

Original languageEnglish
Pages (from-to)1278-1282
Number of pages5
JournalSynthesis
Issue number10
DOIs
Publication statusPublished - Jan 1 1995

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Keywords

  • Grignard reaction
  • SH labels
  • allylic rearrangement
  • oxaoleic acid
  • spin labelling

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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