A chiral Lewis acid strategy for enantioselective allylic C-H oxidation

Dustin J. Covell, M. Christina White

Research output: Contribution to journalArticlepeer-review

Abstract

(Chemical Equation Presented) Skip the chiral ligand: A chiral Lewis acid strategy for effecting asymmetric induction in oxidative systems not amenable to strongly binding chiral ligands is disclosed and its mechanism investigated. The highest levels of enantioselectivity for allylic C-H oxidation of terminal olefins is reported (see scheme; BQ=1,4-benzoquinone, LA*=chiral Lewis acid).

Original languageEnglish (US)
Pages (from-to)6448-6451
Number of pages4
JournalAngewandte Chemie - International Edition
Volume47
Issue number34
DOIs
StatePublished - Aug 11 2008

Keywords

  • Allylic oxidation
  • C-H activation
  • Enantioselectivity

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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