Effect of ether versus ester tethering on Heck cyclizations

Steven R. Woodcock, Bruce P. Branchaud

Research output: Contribution to journalArticle

6 Scopus citations

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

Keywords

  • Ester rotation barrier
  • Heck cyclization
  • Tethered cyclization

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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