Synthetic studies of spiroketal enol ethers: an unexpected oxidation by Martin's sulfurane

Allison M. Wensley, Andrew O. Hardy, Kay M. Gonsalves, Jennifer L. Koviach

Research output: Contribution to journalArticlepeer-review

Abstract

In an attempt to synthesize a spiroketal enol ether natural product, we found that treatment of alcohol 5 with Martin's sulfurane did not give the anticipated olefin, but instead afforded ketone 15 through an unprecedented oxidation.

Original languageEnglish (US)
Pages (from-to)2431-2434
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number13
DOIs
StatePublished - Mar 26 2007

Keywords

  • Martin's sulfurane
  • Propargylic oxidation
  • Spiroketal enol ether natural products
  • Sulfur-based oxidation

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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