Iron-catalyzed asymmetric olefin cis-dihydroxylation with 97% enantiomeric excess

Ken Suzuki, Paul D. Oldenburg, Lawrence Que

Research output: Contribution to journalArticlepeer-review

164 Scopus citations

Abstract

Big cis-ster: The use of an (R,R)-bipyrrolidine backbone with two α-methylpyridine pendant arms affords a tetradentate N4 ligand that coordinates an iron center with cis-α topology (see picture; Fe purple, C gray, N blue, O red, S yellow, F green). This complex catalyzes the reaction between H2O2 and cis-2-heptene to afford a cis-diol product in very high enantioselectivity. (Figure Presented)

Original languageEnglish (US)
Pages (from-to)1887-1889
Number of pages3
JournalAngewandte Chemie - International Edition
Volume47
Issue number10
DOIs
StatePublished - Feb 22 2008

Keywords

  • Asymmetric catalysis
  • Dihydroxylation
  • Iron
  • N ligands
  • Oxidation

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