Hydroperoxide-mediated CC bond formation: Synthesis of 1,2-dioxolanes from alkoxyhydroperoxides in the presence of Lewis acids

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28 Scopus citations

Abstract

Lewis-acid activation of ozonolysis-derived hydroperoxyketals affords intermediate hydroperoxycarbenium ions (protonated carbonyl oxides) which undergo addition of allyltrimethylsilane to directly afford 1,2-dioxolanes.

Original languageEnglish (US)
Pages (from-to)3655-3658
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number21
DOIs
StatePublished - May 22 1995

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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