Gold-catalyzed intramolecular hydroalkoxylation/cyclization of conjugated dienyl alcohols

B. Chandrasekhar, Jae Sang Ryu

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

Catalytic intramolecular additions of hydroxyl groups to tethered conjugated dienes are described. The reactions proceed smoothly at 60 °C in the presence of 5 mol % of (PPh 3)AuCl/AgOTf as a catalyst. A broad range of structurally diverse conjugated dienes produce substituted tetrahydrofurans and tetrahydropyrans in good yields. This reaction represents an atom-economic route to construct five- and six-membered cyclic ethers.

Original languageEnglish
Pages (from-to)4805-4812
Number of pages8
JournalTetrahedron
Volume68
Issue number24
DOIs
StatePublished - 17 Jun 2012

Keywords

  • Alcohol
  • Conjugated diene
  • Cyclization
  • Gold
  • Hydroalkoxylation

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