Alternative pathways for heck intermediates: Palladium-catalyzed oxyarylation of homoallylic alcohols

Chen Zhu, J R Falck

Research output: Contribution to journalArticle

31 Scopus citations

Abstract

The oxidative Heck arylation of homoallylic alcohols affords adducts in good yields and regioselectivities owing largely to coordination between the catalyst and hydroxy group (see scheme). Moreover, the Heck intermediate can be intercepted by an intramolecular palladium-catalyzed olefin oxyannulation, thus leading to a wide range of α-aryltetrahydrofurans, including highly functionalized scaffolds.

Original languageEnglish (US)
Pages (from-to)6626-6629
Number of pages4
JournalAngewandte Chemie - International Edition
Volume50
Issue number29
DOIs
StatePublished - Jul 11 2011

Keywords

  • cyclization
  • homogeneous catalysis
  • olefin functionalization
  • oxyarylation
  • palladium

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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