Lewis acid promoted Kharasch-type additions of 3-bromoacetyl-2- oxazolidinone to cycloalkenes

Ivanka K. Kavrakova, Jeremy H. Mills

Research output: Contribution to journalArticle

2 Scopus citations

Abstract

Radical ytterbium trifluoromethanesulfonate promoted atom-transfer additions of 3-bromoacetyl-2-oxazolidinone to several cycloalkenes proceeded smoothly to give functionalised cycloalkane derivatives in good yields and stereoselectivities. All products were easily and cleanly debrominated with tri(trimethylsilyl)silane to the corresponding stable cycloalkylacetic acid derivatives.

Original languageEnglish (US)
Pages (from-to)59-61
Number of pages3
JournalJournal of Chemical Research
Issue number1
DOIs
StatePublished - Jan 2005

Keywords

  • Cycloalkenes
  • Lewis acids
  • Oxazolidinones
  • Radical additions
  • Stereoselection

ASJC Scopus subject areas

  • Chemistry(all)

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