Effect of ether versus ester tethering on Heck cyclizations

Steven R. Woodcock, Bruce Branchaud

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Ether tethers allow Heck cyclizations to proceed in high yields. Ester tethers lead to low yields. Styrene trapping experiments indicate that ester reactions form viable organopalladium intermediates that cannot cyclize efficiently.

Original languageEnglish (US)
Pages (from-to)7213-7215
Number of pages3
JournalTetrahedron Letters
Volume46
Issue number42
DOIs
StatePublished - Oct 17 2005
Externally publishedYes

Fingerprint

Cyclization
Ether
Esters
Styrene
Experiments

Keywords

  • Ester rotation barrier
  • Heck cyclization
  • Tethered cyclization

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Effect of ether versus ester tethering on Heck cyclizations. / Woodcock, Steven R.; Branchaud, Bruce.

In: Tetrahedron Letters, Vol. 46, No. 42, 17.10.2005, p. 7213-7215.

Research output: Contribution to journalArticle

Woodcock, Steven R. ; Branchaud, Bruce. / Effect of ether versus ester tethering on Heck cyclizations. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 42. pp. 7213-7215.
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