Polymer-mediated pinacol rearrangements

Christopher Pavlik, Martha D. Morton, Michael B. Smith

Research output: Contribution to journalArticle

7 Scopus citations

Abstract

Both poly(3,4-ethylenedioxythiophene) and poly(pyrrole) mediate a pinacol rearrangement of 1,2-diols. The yields of ketone or aldehyde products are comparable to those observed for treatment with mineral acids or Lewis acids. The advantage of this protocol is a two-phase reaction medium in hydrocarbon solvents that allows facile recovery of the products by simple filtration of the polymer and removal of solvents. Both the polymer and the hydrocarbon solvent may be recovered and used in subsequent reactions.

Original languageEnglish (US)
Article numberS04511ST
Pages (from-to)2191-2194
Number of pages4
JournalSynlett
Issue number15
DOIs
Publication statusPublished - Sep 2 2011

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Keywords

  • PEDOT
  • diol
  • pinacol
  • poly(pyrrole)
  • rearrangement

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Pavlik, C., Morton, M. D., & Smith, M. B. (2011). Polymer-mediated pinacol rearrangements. Synlett, (15), 2191-2194. [S04511ST]. https://doi.org/10.1055/s-0030-1261148