Enolate claisen rearrangement of glycolate esters

James Kallmerten, Thomas J. Gould

Research output: Contribution to journalArticle

56 Scopus citations

Abstract

The enolate Claisen rearrangement of O-protected allylic glycolates yields functionalized acylic systems with high syn and anti stereoselectivity. This procedure is the key step in a short synthesis of threo-4-methylheptan-3-ol, an aggregation pheromone of the European elm bark beetle.

Original languageEnglish (US)
Pages (from-to)5177-5180
Number of pages4
JournalTetrahedron Letters
Volume24
Issue number47
DOIs
StatePublished - 1983

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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