Ln(OTf) 3 -catalysed highly regioselective alcoholysis of 2,3-epoxy alcohols

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Abstract

Regioselectivity of Ln(OTf) 3 -catalysed alcoholysis of 2,3- and 3,4-epoxy alcohols was closely investigated to expand the scope of the transformations. The synthetic use was demonstrated by application to the construction of 4-propoxy-5-hydroxy-2,3-pentanedione (C4-propoxy-HPD), which is a potent synthetic mediator in AI-2 quorum sensing.

Original languageEnglish
Pages (from-to)3581-3589
Number of pages9
JournalOrganic and Biomolecular Chemistry
Volume17
Issue number14
DOIs
Publication statusPublished - 2019 Jan 1

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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