A versatile new method for the synthesis of various pyrrolidin-1-oxyl fatty acids

Kàlmàn Hideg, Làszlò Lex

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Abstract

Mono- and di-carboxylic acid derivatives of various structural isomers of the pyrrolidin-1-oxyl ring containing a stable free radical (spin label) can be obtained by Michael addition of a nitroalkane to an α,β-unsaturated ketone to give a γ-nitroketone, followed by ring closure to a pyrrolin-1-yl oxide which reacts with Grignard reagents to give a pyrrolidin-1-oxyl compound, which undergoes phase-transfer oxidation of its terminal unsaturated bond.

Original languageEnglish
Pages (from-to)1263-1265
Number of pages3
JournalJournal of the Chemical Society, Chemical Communications
Issue number19
DOIs
Publication statusPublished - Jan 1 1984

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ASJC Scopus subject areas

  • Molecular Medicine

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