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 journalArticle

69 Citations (Scopus)

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

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Esters
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diisobutylaluminum

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

An improved procedure for the two carbon homologation of esters to α, β-unsaturated esters. / Takacs, James M.; Helle, Mark A.; Seely, Franklin L.

In: Tetrahedron Letters, Vol. 27, No. 11, 1986, p. 1257-1260.

Research output: Contribution to journalArticle

Takacs, James M. ; Helle, Mark A. ; Seely, Franklin L. / An improved procedure for the two carbon homologation of esters to α, β-unsaturated esters. In: Tetrahedron Letters. 1986 ; Vol. 27, No. 11. pp. 1257-1260.
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