N-heterocyclic carbene catalysed oxygen-to-carbon carboxyl transfer of indolyl and benzofuranyl carbonates

Jennifer E. Thomson, Andrew F. Kyle, Katherine A. Gallagher, Philip Lenden, Carmen Concellon, Louis C. Morrill, Andrew J. Miller, Caroline Joannesse, Alexandra M. Z. Slawin, Andrew D. Smith

Research output: Contribution to journalArticlepeer-review

39 Citations (Scopus)

Abstract

The ability of N-heterocyclic carbenes to promote O-to-C carboxyl transfer on a range of indolyl and benzofuranyl carbonates is examined, and the scope and limitations of this process delineated.

Original languageEnglish
Pages (from-to)2805-2818
Number of pages14
JournalSynthesis
DOIs
Publication statusPublished - 2 Sept 2008

Keywords

  • N-heterocyclic carbene
  • catalysis
  • carboxyl transfer
  • ENANTIOSELECTIVE TOTAL-SYNTHESIS
  • INTRAMOLECULAR STETTER REACTION
  • DIELS-ALDER REACTIONS
  • ASYMMETRIC-SYNTHESIS
  • QUATERNARY CARBON
  • ALPHA,BETA-UNSATURATED ALDEHYDES
  • STEREOSELECTIVE-SYNTHESIS
  • NUCLEOPHILIC CARBENES
  • GAMMA-BUTYROLACTONES
  • EFFICIENT CATALYST

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