Lanthanide triflate catalysed reactions of acetals with primary amines and cascade cyclisation reactions

H Heaney, M T Simcox, A M Z Slawin, R G Giles

Research output: Contribution to journalArticlepeer-review

35 Citations (Scopus)

Abstract

The formation of imines from acetals and primary amines can be carried out at significantly lower temperatures using scandium or lanthanide triflates as catalysts, than in the absence of a catalyst: the intermediate aminol ethers can also take part in cascade cyclisation reactions, for example using tryptamine and ethyl tryptophanate.

Original languageEnglish
Pages (from-to)640-+
Number of pages4
JournalSynlett
Issue number6
Publication statusPublished - Jun 1998

Keywords

  • acetal
  • re-usable catalyst
  • diastereoselectivity
  • imine
  • isoindolone
  • FRIEDEL-CRAFTS ALKYLATION
  • ORGANIC-SYNTHESIS
  • IMINES
  • TRIFLUOROMETHANESULFONATE
  • DERIVATIVES
  • ALDEHYDES
  • SCANDIUM
  • INDOLES
  • KETONES
  • ETHERS

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