Stereochemical studies of chiral acyclic nitroxides coupling with a prochiral radical

Rebecca Braslau, Vladimir Chaplinski, Aaron Nilsen, Navamoney Arulsamy

Research output: Contribution to journalArticle

1 Scopus citations

Abstract

A series of acyclic chiral nitroxides bearing a hydrogen atom on the carbon adjacent to the nitroxide nitrogen was investigated for stereoselectivity in a coupling reaction with the prochiral radical 1-phenethyl. In one case, an x-ray structure of the major diastereomer was obtained, which corroborates a model for predicting the stereoselectivity.

Original languageEnglish (US)
Pages (from-to)2433-2442
Number of pages10
JournalSynthetic Communications
Volume34
Issue number13
DOIs
StatePublished - Aug 16 2004

Keywords

  • Diastereoselectivity
  • N-Alkoxyamine
  • Nitroxide
  • Prochiral radical

ASJC Scopus subject areas

  • Organic Chemistry

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