Imidazolinium salts as catalysts for the ring-opening alkylation of meso epoxides by alkylaluminum complexes

Hongying Zhou, E. Joseph Campbell, Son Binh T. Nguyen*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

53 Scopus citations

Abstract

(Matrix presented) Imidazolinium salts and their N-heterocyclic carbene (NHC) derivatives catalyze the alkylation of a variety of meso epoxides in the presence of triethylaluminum (yield = 70-90%), under mild conditions. Imidazolinium salts are better catalysts than their NHC derivatives but can lead to dimerization side reactions under extended reaction time. Preformed NHC·AIEt3 complexes and Wanzlick-type olefins, which are dimers of free NHCs, are also catalysts for this reaction.

Original languageEnglish (US)
Pages (from-to)2229-2231
Number of pages3
JournalOrganic Letters
Volume3
Issue number14
DOIs
StatePublished - Jul 12 2001

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Imidazolinium salts as catalysts for the ring-opening alkylation of meso epoxides by alkylaluminum complexes'. Together they form a unique fingerprint.

Cite this