Hydroperoxide-mediated CC bond formation

Synthesis of 1,2-dioxolanes from alkoxyhydroperoxides in the presence of Lewis acids

Patrick H Dussault, Umesh Zope

Research output: Contribution to journalArticle

27 Citations (Scopus)

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

Fingerprint

Dioxolanes
Lewis Acids
Oxides
Hydrogen Peroxide
Chemical activation
Ions
allyltrimethylsilane

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Hydroperoxide-mediated CC bond formation : Synthesis of 1,2-dioxolanes from alkoxyhydroperoxides in the presence of Lewis acids. / Dussault, Patrick H; Zope, Umesh.

In: Tetrahedron Letters, Vol. 36, No. 21, 22.05.1995, p. 3655-3658.

Research output: Contribution to journalArticle

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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.",
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