Synthesis of a functionalized oxabicyclo[2.2.1]-heptene-based chemical library

Sarah B. Luesse, Gregg Wells, Jeanne Miller, Erin Bolstad, Stephen C. Bergmeier, Mark C. McMills, Nigel D. Priestley, Dennis L. Wright

Research output: Contribution to journalArticlepeer-review

Abstract

The 7-oxabicyclo[2.2.1]heptene ring system is a common structural motif in many pharmacologically interesting molecules. We recognized the potential to employ this highly oxygenated and conformationally-restricted scaffold in diversity-oriented synthesis to generate a library of non-chiral but topologically complex compounds. Herein, we report the synthesis and biological evaluation of two 96-member tricyclic libraries containing the oxabicyclo[2.2.1]heptene framework using acetal formation as the key step.

Original languageEnglish
Pages (from-to)81-89
Number of pages9
JournalCombinatorial Chemistry and High Throughput Screening
Volume15
Issue number1
DOIs
StatePublished - Jan 2012

Keywords

  • Acetal
  • Antibacterial
  • Oxabicyclo[2.2.1]heptene

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