Diastereoselective cycloadditions of chiral homoallylic alcohols with benzonitrile oxide

Martin G. Kociolek, Chayanant Hongfa

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Abstract

The first diastereoselective cycloaddition of a nitrile oxide with a homoallylic alcohol is discussed. The reaction of benzonitrile oxide with the magnesium alkoxides of chiral homoallylic alcohols has been shown to proceed with good diastereoselectivity, favoring the syn isomer of the resulting 2-isoxazoline.

Original languageEnglish (US)
Pages (from-to)1811-1813
Number of pages3
JournalTetrahedron Letters
Volume44
Issue number9
DOIs
Publication statusPublished - Feb 24 2003

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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