Stereoselective iodolactonization of acyclic unsaturated 3-hydroxyacids

A. Richard Chamberlin, Milana Dezube, Patrick Dussault

Research output: Contribution to journalArticle

32 Scopus citations

Abstract

A stereoselective method for preparing 3-hydroxy-4-alkyl-γ-lactones is reported. iodolactonization of 3-hydroxy-4-alkenoic acids produces predominantly the thermodynamically less stable 3,4-cis products, which undergo methanolysis to threo-epoxyalcohols.

Original languageEnglish (US)
Pages (from-to)4611-4614
Number of pages4
JournalTetrahedron Letters
Volume22
Issue number46
DOIs
StatePublished - 1981

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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