An improved procedure for the two carbon homologation of esters to α, β-unsaturated esters

James M. Takacs, Mark A. Helle, Franklin L. Seely

Research output: Contribution to journalArticlepeer-review

74 Scopus citations

Abstract

Treatment of esters with diisobutylaluminum hydride (DIBAL) in the presence of lithio-trialkylphosphonoacetate results in improved yields of the homologated α, β-unsaturated esters. The problematic overreduction, which has previously observed in the half reduction of esters using DIBAL, is minimal (<3%) under these conditions.

Original languageEnglish (US)
Pages (from-to)1257-1260
Number of pages4
JournalTetrahedron Letters
Volume27
Issue number11
DOIs
StatePublished - 1986
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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