Fragmentation of chloroperoxides: Hypochlorite-mediated dehydration of hydroperoxyacetals to esters

Thomas J. Fisher, Patrick H. Dussault

Research output: Contribution to journalArticle

18 Scopus citations

Abstract

Hypochlorites efficiently dehydrate hydroperoxyacetals to furnish the corresponding esters. The reaction, which can be accomplished with stoichometric Ca(OCl)2 or with catalytic amounts of t-BuOCl, appears to involve formation and heterolytic fragmentation of secondary chloroperoxides, species not previously described in solution chemistry.

Original languageEnglish (US)
Pages (from-to)5615-5617
Number of pages3
JournalTetrahedron Letters
Volume51
Issue number42
DOIs
StatePublished - Oct 20 2010

Keywords

  • Chloroperoxide
  • Ester
  • Fragmentation
  • Hydroperoxyacetal
  • Hypochlorite

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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